ES8507145A1 - Carbapenem process - Google Patents

Carbapenem process

Info

Publication number
ES8507145A1
ES8507145A1 ES537349A ES537349A ES8507145A1 ES 8507145 A1 ES8507145 A1 ES 8507145A1 ES 537349 A ES537349 A ES 537349A ES 537349 A ES537349 A ES 537349A ES 8507145 A1 ES8507145 A1 ES 8507145A1
Authority
ES
Spain
Prior art keywords
hydrogen
formula
image
protecting group
carbapenem
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
ES537349A
Other languages
Spanish (es)
Other versions
ES537349A0 (en
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bristol Myers Co
Original Assignee
Bristol Myers Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bristol Myers Co filed Critical Bristol Myers Co
Publication of ES8507145A1 publication Critical patent/ES8507145A1/en
Publication of ES537349A0 publication Critical patent/ES537349A0/en
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/16—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing only one pyridine ring
    • C07D213/20—Quaternary compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/65—One oxygen atom attached in position 3 or 5
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/70—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/73—Unsubstituted amino or imino radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/84—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
    • C07D477/02—Preparation
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Molecular Biology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyridine Compounds (AREA)

Abstract

Disclosed is a new and more efficient process for producing carbapenem antibiotic derivatives having a 2- substituent of the general formula S-A-R<14> wherein A represents cyclopentylene, cyclohexylene or C2- C6 alkylene optionally substituted by one or more C1-C4 alkyl groups and R<14> represents a quaternized nitrogen-containing aromatic or non-aromatic heterocycle attached to A through a quaternary nitrogen atom. The carbapenems produced by this process are of the formula < IMAGE > R<8> being hydrogen and R<1> being hydrogen or one of various defined organic groups or R<1> and R<8> together completing a ring and R<2> being hydrogen, an anion or a protecting group. The starting materials are of the formula < IMAGE > and H-S-A-R<14> L being a leaving group and R<2> being a protecting group.
ES537349A 1983-03-08 1984-11-02 A PROCEDURE FOR THE PREPARATION OF A QUATERNARY AMINOTIOL Granted ES537349A0 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US47137883A 1983-03-08 1983-03-08
US49969183A 1983-06-07 1983-06-07
US55729583A 1983-12-01 1983-12-01

Publications (2)

Publication Number Publication Date
ES8507145A1 true ES8507145A1 (en) 1985-08-16
ES537349A0 ES537349A0 (en) 1985-08-16

Family

ID=27413179

Family Applications (2)

Application Number Title Priority Date Filing Date
ES530337A Expired ES8505205A1 (en) 1983-03-08 1984-03-07 Carbapenem process
ES537349A Granted ES537349A0 (en) 1983-03-08 1984-11-02 A PROCEDURE FOR THE PREPARATION OF A QUATERNARY AMINOTIOL

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ES530337A Expired ES8505205A1 (en) 1983-03-08 1984-03-07 Carbapenem process

Country Status (31)

Country Link
JP (1) JPH05255250A (en)
KR (1) KR900002247B1 (en)
AR (1) AR241016A1 (en)
AT (1) AT387968B (en)
AU (2) AU572124B2 (en)
CA (1) CA1284324C (en)
CH (1) CH658248A5 (en)
CY (1) CY1546A (en)
DD (1) DD228258A5 (en)
DE (1) DE3408347A1 (en)
DK (1) DK140584A (en)
ES (2) ES8505205A1 (en)
FI (1) FI840863A (en)
FR (1) FR2542316B1 (en)
GB (1) GB2136802B (en)
GR (1) GR81871B (en)
HK (1) HK82990A (en)
HU (1) HU193895B (en)
IE (1) IE57098B1 (en)
IL (1) IL71149A (en)
IT (1) IT1178465B (en)
LU (1) LU85241A1 (en)
NL (1) NL8400702A (en)
NO (1) NO166038C (en)
NZ (1) NZ207346A (en)
OA (1) OA07674A (en)
PT (1) PT78211B (en)
SE (2) SE8401278L (en)
SG (1) SG35490G (en)
YU (2) YU46147B (en)
ZW (1) ZW3884A1 (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4683301A (en) * 1982-04-08 1987-07-28 Bristol-Myers Company Carbapenem antibiotics
US4552696A (en) * 1982-04-09 1985-11-12 Bristol-Myers Company Carbapenem antibiotics
CA1285940C (en) * 1984-07-02 1991-07-09 Merck & Co., Inc. Carbapenems having a 2-quaternary heteroarylalkylthio substituent
IE851586L (en) * 1984-07-02 1986-01-02 Interchem Internat S A I methylcarbapenems having a 2-quaternary¹heteroarylalkylthio substituent
US4665169A (en) * 1985-09-11 1987-05-12 Bristol-Myers Company Carbapenem antibiotics
US4880922A (en) * 1985-11-22 1989-11-14 Bristol-Myers Company Carbapenems with quaternized heterothioalkylthio substitution at position 2
NZ219892A (en) * 1986-04-15 1991-02-26 Merck & Co Inc N-amino quaternised heteroarylium carbapenem derivatives and pharmaceutical compositions thereof
NZ237191A (en) * 1990-02-23 1992-12-23 Sankyo Co 2-((substituted amide) substituted heterocyclylthio) carbpen-2-em derivatives and pharmaceutical compositions
US5712267A (en) * 1991-06-04 1998-01-27 Sankyo Company,. Limited Carbapenem derivatives, their preparation and their use as antibiotics
JP4648899B2 (en) 2003-06-12 2011-03-09 ビーティージー・インターナショナル・リミテッド Cyclic hydroxylamine as a neuroactive compound
FR2921258A1 (en) * 2007-09-24 2009-03-27 Oreal TINCTORIAL COMPOSITION COMPRISING AT LEAST ONE COLOR DISULFIDE / THIOL PRECURSOR, COLORING PROCESS FROM THE COMPOSITION

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS55147284A (en) * 1979-04-17 1980-11-17 Sanraku Inc Novel beta-lactam derivative and its preparation
IE52147B1 (en) * 1980-03-27 1987-07-08 Merck & Co Inc 4-(3-carboxy-2-oxopropyl)-azetidin-2-ones and process for their preparation
EP0038869A1 (en) * 1980-04-30 1981-11-04 Merck & Co. Inc. Process for the preparation of 1-carbapenems, and intermediates for their preparation
EP0060612A1 (en) * 1981-02-04 1982-09-22 Beecham Group Plc Process for the preparation of azabicyclo(3.2.0)-hept-2-ene derivatives
US4552873A (en) * 1981-08-19 1985-11-12 Sankyo Company Limited Carbapenem compounds, and compositions containing them
EP0074599A1 (en) * 1981-09-09 1983-03-23 Takeda Chemical Industries, Ltd. 5,6-cis-Carbapenem derivatives, their production and use
US4552696A (en) * 1982-04-09 1985-11-12 Bristol-Myers Company Carbapenem antibiotics
US4536335A (en) * 1982-06-18 1985-08-20 Bristol-Myers Company Carbapenem antibiotics

Also Published As

Publication number Publication date
NL8400702A (en) 1984-10-01
CH658248A5 (en) 1986-10-31
NO840865L (en) 1984-09-10
SE8901162L (en) 1989-04-03
IE840549L (en) 1984-09-08
DE3408347A1 (en) 1984-09-13
SG35490G (en) 1990-07-13
GB8405984D0 (en) 1984-04-11
DK140584D0 (en) 1984-02-29
CA1284324C (en) 1991-05-21
ATA76984A (en) 1988-09-15
AU605491B2 (en) 1991-01-17
YU46147B (en) 1993-05-28
OA07674A (en) 1985-05-23
FR2542316B1 (en) 1988-10-07
PT78211B (en) 1986-08-12
DK140584A (en) 1984-09-09
SE8401278L (en) 1984-09-09
IT8419945A0 (en) 1984-03-07
NZ207346A (en) 1987-01-23
FI840863A (en) 1984-09-09
KR900002247B1 (en) 1990-04-07
ZW3884A1 (en) 1984-10-10
HU193895B (en) 1987-12-28
IL71149A0 (en) 1984-06-29
PT78211A (en) 1984-04-01
AU572124B2 (en) 1988-05-05
HK82990A (en) 1990-10-19
AR241016A2 (en) 1991-04-30
ES530337A0 (en) 1985-05-16
IT1178465B (en) 1987-09-09
IL71149A (en) 1990-03-19
FI840863A0 (en) 1984-03-05
SE8401278D0 (en) 1984-03-07
YU49486A (en) 1987-12-31
HUT34980A (en) 1985-05-28
GR81871B (en) 1984-12-12
AR241016A1 (en) 1991-04-30
KR840008157A (en) 1984-12-13
LU85241A1 (en) 1984-11-14
CY1546A (en) 1991-03-22
GB2136802A (en) 1984-09-26
SE8901162D0 (en) 1989-04-03
DD228258A5 (en) 1985-10-09
ES537349A0 (en) 1985-08-16
AU7592487A (en) 1987-10-22
YU42084A (en) 1986-08-31
GB2136802B (en) 1987-05-20
NO166038C (en) 1991-05-22
AU2536084A (en) 1984-09-13
IE57098B1 (en) 1992-04-22
FR2542316A1 (en) 1984-09-14
YU46305B (en) 1993-05-28
JPH05255250A (en) 1993-10-05
NO166038B (en) 1991-02-11
ES8505205A1 (en) 1985-05-16
AT387968B (en) 1989-04-10

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Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 19970505