ES8702422A1 - Un procedimiento estereocontrolado para la produccion de un intermedio en la sintesis de antibioticos de carbapenem y penem. - Google Patents

Un procedimiento estereocontrolado para la produccion de un intermedio en la sintesis de antibioticos de carbapenem y penem.

Info

Publication number
ES8702422A1
ES8702422A1 ES541866A ES541866A ES8702422A1 ES 8702422 A1 ES8702422 A1 ES 8702422A1 ES 541866 A ES541866 A ES 541866A ES 541866 A ES541866 A ES 541866A ES 8702422 A1 ES8702422 A1 ES 8702422A1
Authority
ES
Spain
Prior art keywords
anhydropenicillin
intermediates
dihaloanhydropenicillin
phenylselenyl
bis
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
ES541866A
Other languages
English (en)
Other versions
ES541866A0 (es
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 ES8702422A1 publication Critical patent/ES8702422A1/es
Publication of ES541866A0 publication Critical patent/ES541866A0/es
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D205/00Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D205/00Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/06Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D205/08Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
    • 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
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/18Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804Compounds having Si-O-C linkages
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)

Abstract

PROCEDIMIENTO ESTEREOCONTROLADO PARA PREPARAR UN INTERMEDIO DE SINTESIS CARBAPENEM Y PENEM. COMPRENDE: A) HACER REACCIONAR A UNA ANHIDROPENICILINA 6,6-DISUSTITUIDA DE FORMULA (II) CON UN REACTIVO DE GRIGNARD DE FORMULA (R1M X), EN UN DISOLVENTE ANHIDRO Y ENTRE 0JC Y C78JC; B) TRATAR AL PRODUCTO DE A) CON ACETALDEHIDO PARA PRODUCIR UN ISOMERO DE FORMULA (III); Y C) REDUCIR A (III) CON AMALGAMA DE ZN O MEZCLA DE ZN-AG, EN TETRAHIDROFURANO O ETANOL Y ENTRE C45JC Y LA TEMPERATURA, PARA OBTENER UN COMPUESTO DE FORMULA (I) O INTERMEDIO EN LA SINTESIS DE CARBAPENEM Y PENEM. SIENDO: X E Y INDEPENDIENTEMENTE ENTRE SI, CL, BR O FENILSELENO; Y RL, H; Y R1, ALQUILO O ARILO.
ES541866A 1984-04-06 1985-04-02 Un procedimiento estereocontrolado para la produccion de un intermedio en la sintesis de antibioticos de carbapenem y penem. Expired ES8702422A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US06/597,765 US4596677A (en) 1984-04-06 1984-04-06 Anhydropenicillin intermediates

Publications (2)

Publication Number Publication Date
ES8702422A1 true ES8702422A1 (es) 1987-01-01
ES541866A0 ES541866A0 (es) 1987-01-01

Family

ID=24392838

Family Applications (1)

Application Number Title Priority Date Filing Date
ES541866A Expired ES8702422A1 (es) 1984-04-06 1985-04-02 Un procedimiento estereocontrolado para la produccion de un intermedio en la sintesis de antibioticos de carbapenem y penem.

Country Status (36)

Country Link
US (2) US4596677A (es)
JP (2) JPS6117586A (es)
KR (1) KR920006919B1 (es)
AR (1) AR241139A1 (es)
AT (1) AT388556B (es)
AU (1) AU580043B2 (es)
BE (1) BE902133A (es)
CA (1) CA1261318A (es)
CH (1) CH665420A5 (es)
CS (1) CS253724B2 (es)
CY (1) CY1572A (es)
DD (1) DD232132A5 (es)
DE (1) DE3512250A1 (es)
DK (1) DK156085A (es)
ES (1) ES8702422A1 (es)
FI (1) FI86852C (es)
FR (1) FR2562541B1 (es)
GB (1) GB2156814B (es)
GR (1) GR850879B (es)
HK (1) HK106090A (es)
HU (2) HU193959B (es)
IE (1) IE58409B1 (es)
IL (1) IL74799A (es)
IT (1) IT1190351B (es)
LU (1) LU85841A1 (es)
NL (1) NL8500986A (es)
NO (2) NO164902C (es)
NZ (1) NZ211457A (es)
OA (1) OA07984A (es)
PT (1) PT80235B (es)
SE (3) SE466201B (es)
SG (1) SG91090G (es)
SU (2) SU1400504A3 (es)
YU (3) YU45918B (es)
ZA (1) ZA852237B (es)
ZW (1) ZW5585A1 (es)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1256444A (en) * 1986-04-30 1989-06-27 Kazunori Kan Process for preparing 4-acetoxy-3- hydroxyethylazetidin-2-one derivatives
US5053502A (en) * 1986-07-21 1991-10-01 Schering Corporation Anhydro penicillin derivatives
US4767853A (en) * 1986-07-21 1988-08-30 Schering Corporation Synthesis of 1-(allyloxycarbonyl)-methyl-3-(hydroxyethyl)-4-beta-naphthoxythiocarbonylthio-2-azetidinones and hydroxy protected analogs thereof
US5075438A (en) * 1986-07-21 1991-12-24 Schering Corporation Synthesis of azetidinones
US4876338A (en) * 1986-07-21 1989-10-24 Schering Corporation Synthesis of azetidinones using CuCl
US4948885A (en) * 1986-07-21 1990-08-14 Schering-Plough Corp. Synthesis of azetidinones
US5274188A (en) * 1987-05-04 1993-12-28 Ciba-Geigy Corporation Process for the manufacture of 4-acyloxy-3-hydroxyethyl-azetidinones
EP0290385B1 (de) * 1987-05-04 1992-10-21 Ciba-Geigy Ag Neues Verfahren zur Herstellung von 4-Acyloxy-3-hydroxyethyl-azetidinonen
US4876365A (en) * 1988-12-05 1989-10-24 Schering Corporation Intermediate compounds for preparing penems and carbapenems
CA2537406C (en) * 2003-09-03 2010-09-14 Otsuka Chemical Co., Ltd. Process for producing penicillanic acid compound
US8293893B2 (en) * 2007-03-09 2012-10-23 Otsuka Chemical Co., Ltd. Method for producing 6-hydroxyethylpenam compound

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3311638A (en) * 1961-08-16 1967-03-28 Bristol Myers Co Anhydropenicillins
US3950352A (en) * 1972-04-10 1976-04-13 Queen's University 2,2-Dimethyl-3R-carboxy-6S-phenyl(or phenoxy)acetamido-1-oxa-4-aza-5R-bicyclo[3,2,0]heptan-7-one and processes for their production
SE449103B (sv) * 1979-03-05 1987-04-06 Pfizer Sett att framstella penicillansyra-1,1-dioxid samt estrar derav
US4356120A (en) * 1979-07-23 1982-10-26 Merck & Co., Inc. 3-(1-Hydroxyethyl)-4-(but-2-ene)-azetidin-2-one and derivatives
US4468351A (en) * 1983-06-06 1984-08-28 Pfizer Inc. Process for debromination of dibromopenicillanic acid and derivatives

Also Published As

Publication number Publication date
BE902133A (fr) 1985-10-07
SE9000790D0 (sv) 1990-03-06
ZW5585A1 (en) 1985-11-06
NZ211457A (en) 1989-03-29
HU194250B (en) 1988-01-28
JPH0312072B2 (es) 1991-02-19
FR2562541B1 (fr) 1986-12-26
DK156085D0 (da) 1985-04-03
FR2562541A1 (fr) 1985-10-11
YU134487A (en) 1988-02-29
ZA852237B (en) 1985-11-27
GR850879B (es) 1985-11-25
DD232132A5 (de) 1986-01-15
SE9000791D0 (sv) 1990-03-06
NO851310L (no) 1985-10-07
NO166132B (no) 1991-02-25
CY1572A (en) 1991-12-20
SE8501679L (sv) 1985-10-07
ATA104285A (de) 1988-12-15
SE9000790L (sv) 1991-09-07
NL8500986A (nl) 1985-11-01
KR850007585A (ko) 1985-12-07
SE9000791L (sv) 1991-09-07
FI851324L (fi) 1985-10-07
GB2156814B (en) 1987-12-31
IT1190351B (it) 1988-02-16
JPS61171485A (ja) 1986-08-02
IE58409B1 (en) 1993-09-22
AT388556B (de) 1989-07-25
SU1435154A3 (ru) 1988-10-30
SE466201B (sv) 1992-01-13
SU1400504A3 (ru) 1988-05-30
US4639335A (en) 1987-01-27
YU46059B (sh) 1992-12-21
IL74799A0 (en) 1985-07-31
IE850867L (en) 1985-10-06
YU57185A (en) 1988-02-29
FI86852B (fi) 1992-07-15
JPS6117586A (ja) 1986-01-25
SE8501679D0 (sv) 1985-04-03
NO164902B (no) 1990-08-20
CS253724B2 (en) 1987-12-17
IT8520246A0 (it) 1985-04-05
HUT40442A (en) 1986-12-28
AR241139A2 (es) 1991-11-29
AU580043B2 (en) 1988-12-22
NO166132C (no) 1991-06-05
NO164902C (no) 1990-11-28
HK106090A (en) 1990-12-21
DE3512250A1 (de) 1985-10-17
OA07984A (fr) 1987-01-31
FI851324A0 (fi) 1985-04-02
HUT38349A (en) 1986-05-28
SG91090G (en) 1991-01-18
KR920006919B1 (ko) 1992-08-22
PT80235B (pt) 1987-10-20
FI86852C (fi) 1992-10-26
DK156085A (da) 1985-10-07
GB8508847D0 (en) 1985-05-09
LU85841A1 (fr) 1985-12-16
YU134587A (en) 1988-02-29
PT80235A (en) 1985-05-01
IL74799A (en) 1988-11-15
CA1261318A (en) 1989-09-26
HU193959B (en) 1987-12-28
NO860326L (no) 1985-10-07
AR241139A1 (es) 1991-11-29
CH665420A5 (de) 1988-05-13
YU46060B (sh) 1992-12-21
US4596677A (en) 1986-06-24
GB2156814A (en) 1985-10-16
AU4086485A (en) 1985-10-10
YU45918B (sh) 1992-09-07
JPH032157B2 (es) 1991-01-14
ES541866A0 (es) 1987-01-01

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Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 19970519