ZA883291B - Diasteriomeric 5r,6s-6-(1r-hydroxyethyl)-2-(cis-1-oxo-3-thiolanylthio)-2-penem-3-carboxylic acids - Google Patents

Diasteriomeric 5r,6s-6-(1r-hydroxyethyl)-2-(cis-1-oxo-3-thiolanylthio)-2-penem-3-carboxylic acids

Info

Publication number
ZA883291B
ZA883291B ZA883291A ZA883291A ZA883291B ZA 883291 B ZA883291 B ZA 883291B ZA 883291 A ZA883291 A ZA 883291A ZA 883291 A ZA883291 A ZA 883291A ZA 883291 B ZA883291 B ZA 883291B
Authority
ZA
South Africa
Prior art keywords
thiolanylthio
penem
oxo
hydroxyethyl
diasteriomeric
Prior art date
Application number
ZA883291A
Other languages
English (en)
Inventor
Robert Alfred Volkmann
Alfred Volkmann Robert
Original Assignee
Pfizer
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 Pfizer filed Critical Pfizer
Publication of ZA883291B publication Critical patent/ZA883291B/xx

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D499/00Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D499/86Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with only atoms other than nitrogen atoms directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/12Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/16Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by esterified hydroxyl radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
    • C07D333/28Halogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
    • C07D333/30Hetero atoms other than halogen
    • C07D333/32Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
    • C07D333/30Hetero atoms other than halogen
    • C07D333/34Sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/46Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings substituted on the ring sulfur atom
    • C07D333/48Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings substituted on the ring sulfur atom by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D499/00Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D499/88Compounds with a double bond between positions 2 and 3 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design 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)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Oncology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Communicable Diseases (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Epoxy Compounds (AREA)
  • Cephalosporin Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
  • Steroid Compounds (AREA)
ZA883291A 1987-05-11 1988-05-10 Diasteriomeric 5r,6s-6-(1r-hydroxyethyl)-2-(cis-1-oxo-3-thiolanylthio)-2-penem-3-carboxylic acids ZA883291B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US1987/001114 WO1988008845A1 (en) 1987-05-11 1987-05-11 Diastereomeric 5r,6s-6-(1r-hydroxyethyl)-2-(cis-1-oxo-3-thiolanylthio)-2-penem-3-carboxylic acids

Publications (1)

Publication Number Publication Date
ZA883291B true ZA883291B (en) 1989-12-27

Family

ID=22202388

Family Applications (1)

Application Number Title Priority Date Filing Date
ZA883291A ZA883291B (en) 1987-05-11 1988-05-10 Diasteriomeric 5r,6s-6-(1r-hydroxyethyl)-2-(cis-1-oxo-3-thiolanylthio)-2-penem-3-carboxylic acids

Country Status (27)

Country Link
US (2) US5013729A (de)
EP (1) EP0294934B1 (de)
JP (2) JPH0737463B2 (de)
KR (1) KR900006840B1 (de)
CN (2) CN1023016C (de)
AT (1) ATE132869T1 (de)
AU (1) AU603665B2 (de)
CA (1) CA1338830C (de)
CS (1) CS269999B2 (de)
DD (1) DD270074A5 (de)
DE (1) DE3854874T2 (de)
DK (1) DK170443B1 (de)
EG (1) EG18481A (de)
ES (1) ES2081805T3 (de)
FI (1) FI96423C (de)
GR (1) GR3019094T3 (de)
IE (1) IE70587B1 (de)
IL (1) IL86288A0 (de)
MA (1) MA21265A1 (de)
MY (1) MY104306A (de)
NZ (1) NZ224552A (de)
PH (1) PH23931A (de)
PL (1) PL159558B1 (de)
PT (1) PT87443B (de)
WO (1) WO1988008845A1 (de)
YU (1) YU45059B (de)
ZA (1) ZA883291B (de)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0352977A3 (de) * 1988-07-28 1991-08-07 Pfizer Inc. Stereoselektives Oxydierungsverfahren
DK0382418T3 (da) * 1989-02-09 1991-10-23 Pfizer Fremgangsmåde til fremstilling af optisk aktive 3-thiolanyl-sulfonatestere
US5321020A (en) * 1989-03-28 1994-06-14 Pfizer Inc. Antibacterial 2-carbapenem derivatives
MX20084A (es) * 1989-03-28 1993-03-01 Pfizer Derivados de 2 -carbapenem antibacterianos
US5075439A (en) * 1990-08-17 1991-12-24 Pfizer Inc. Processes for (3S,4R)-3-[1(R)-t-butyl-dimethylsilyloxy)-ethyl]-4-[1-oxo-3-thiolanylthio(thiocarbonyl)thio]azetidin-2-ones and intermediates therefor
EP1712633A1 (de) * 2003-12-02 2006-10-18 Mercian Corporation Prozess zur herstellung von optisch aktivem tetrahydrothiophen-derivat und verfahren zur kristallisierung optisch aktiven tetrahydrothiophen-3-ols
JP2005314374A (ja) * 2004-03-31 2005-11-10 Daiso Co Ltd 3−ヒドロキシチオランの新規製法
KR100939347B1 (ko) 2005-07-20 2010-01-29 (주)카이로드 광학적으로 순수한 (s)-3-히드록시 피롤리딘의 제조방법
PE20080940A1 (es) * 2006-06-28 2008-07-09 Pfizer Prod Inc Profarmacos de penem
CN101479279B (zh) * 2006-06-28 2011-08-17 辉瑞产品公司 培南前药
WO2008059367A1 (en) * 2006-11-14 2008-05-22 Pfizer Products Inc. Penem prodrugs
US20080125408A1 (en) * 2006-11-14 2008-05-29 Pfizer Inc Penem prodrug
CN101784669B (zh) 2007-08-24 2015-02-18 科德克希思公司 用于(r)-3-羟基四氢噻吩的立体选择性制备的改善的酮还原酶多肽
CN105061394A (zh) * 2015-09-11 2015-11-18 北京工商大学 一种2-丙基-4-乙酰氧基四氢噻吩的制备方法
EP4382529A1 (de) 2022-12-07 2024-06-12 Bayer Consumer Care AG Verfahren zur herstellung von reinem (3s)-pyrrolidin-3-ol und reinem (3s)-pyrrolidin-3-ol-hydrochlorid

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0130025B1 (de) * 1983-06-21 1987-07-08 Pfizer Inc. 2-Alkylthiopenem-Derivate
US4619924A (en) * 1984-05-18 1986-10-28 Pfizer Inc. 2-alkylthiopenem derivatives
ZA867809B (en) * 1985-10-17 1988-05-25 Pfizer Process for 2-(1-oxo-3-thiolanyl)-2-penem antibiotics
US4739047A (en) * 1985-10-17 1988-04-19 Pfizer Inc. Intermediates for 2-(1-oxo-3-thiolanyl)-2-penem antibiotics
ATE66923T1 (de) * 1985-10-17 1991-09-15 Pfizer Verfahren fuer 2-(1-oxo-3-thiolanyl)-2penemantibiotika.
US4806637A (en) * 1986-03-17 1989-02-21 Schering Corporation 6-(Hydroxyethyl)-2-(heterocyclylthio)-penem-3-carboxylates
US4695626A (en) * 1986-07-29 1987-09-22 Pfizer Inc. 1-aza-4,5-dithiabicyclo [4.2.0] oct-2-en-8-one-2 carboxylate esters
PH24872A (en) * 1986-08-25 1990-12-26 Schering Corp (5r,6s,8r)-6-(-1-hydroxyethyl)-2-(3r-pyrrolidin-2-one-3-yl)thiopenem-3-carboxylic acid

Also Published As

Publication number Publication date
DK255888A (da) 1989-02-07
CN1073442A (zh) 1993-06-23
US5013729A (en) 1991-05-07
MY104306A (en) 1994-03-31
IE881411L (en) 1988-11-11
JPH0737463B2 (ja) 1995-04-26
FI895369A0 (fi) 1989-11-10
KR880013943A (ko) 1988-12-22
DE3854874D1 (de) 1996-02-22
PH23931A (en) 1990-01-23
AU603665B2 (en) 1990-11-22
EP0294934A2 (de) 1988-12-14
MA21265A1 (fr) 1988-12-31
ATE132869T1 (de) 1996-01-15
EP0294934A3 (en) 1989-01-25
EP0294934B1 (de) 1996-01-10
PL159558B1 (pl) 1992-12-31
JPH07278137A (ja) 1995-10-24
CS311988A2 (en) 1989-08-14
EG18481A (en) 1993-06-30
US5319103A (en) 1994-06-07
CS269999B2 (en) 1990-05-14
YU90688A (en) 1989-12-31
FI96423B (fi) 1996-03-15
NZ224552A (en) 1989-10-27
CA1338830C (en) 1997-01-07
YU45059B (en) 1991-06-30
JP2544902B2 (ja) 1996-10-16
WO1988008845A1 (en) 1988-11-17
PT87443A (pt) 1989-05-31
ES2081805T3 (es) 1996-03-16
DE3854874T2 (de) 1996-05-23
KR900006840B1 (ko) 1990-09-22
DK255888D0 (da) 1988-05-10
IL86288A0 (en) 1988-11-15
CN1023016C (zh) 1993-12-08
GR3019094T3 (en) 1996-05-31
JPS63287781A (ja) 1988-11-24
CN1036996C (zh) 1998-01-14
AU1589688A (en) 1988-11-17
CN88102863A (zh) 1988-12-21
IE70587B1 (en) 1996-12-11
FI96423C (fi) 1996-06-25
DK170443B1 (da) 1995-09-04
DD270074A5 (de) 1989-07-19
PL272358A1 (en) 1989-10-30
PT87443B (pt) 1992-08-31

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