YU229290A - 4-substituisani alkilkarbapenem antibiotici i postupak za dobijanje istih - Google Patents

4-substituisani alkilkarbapenem antibiotici i postupak za dobijanje istih

Info

Publication number
YU229290A
YU229290A YU229290A YU229290A YU229290A YU 229290 A YU229290 A YU 229290A YU 229290 A YU229290 A YU 229290A YU 229290 A YU229290 A YU 229290A YU 229290 A YU229290 A YU 229290A
Authority
YU
Yugoslavia
Prior art keywords
compounds
hours
organic solvent
inert organic
antibiotics
Prior art date
Application number
YU229290A
Other languages
English (en)
Inventor
Alain Martel
Carol Bachand
Marcel Menard
Original Assignee
Bristol-Myers Squibb 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 Squibb Co. filed Critical Bristol-Myers Squibb Co.
Publication of YU229290A publication Critical patent/YU229290A/sh

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • 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
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/06—Heterocyclic 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
    • C07D205/08—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • 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
    • C07D233/56—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • 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
    • C07D477/10—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 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with 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
    • C07D477/12—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 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with 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 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6
    • C07D477/16—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 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with 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 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6 with hetero atoms or carbon atoms 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 3
    • C07D477/20—Sulfur atoms
    • 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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Ovaj pronalazak se odnosi na nove karbapenemske antibiotike antimikrobskog dejstva, koji imaju supstituisanu alkil grupu u poziciji 4 kao i na postupak za dobijanje istih. Jedinjenja ovog pronalaska dobijaju se iz nekoliku stupnjeva. Najpre se aktivira karboksilna kiselina kao komponenta odgovarajućeg acetidiona i dislocira se mono karboksi-zaštićenim magnezijum malonatom, zatim se dobijeni estar diazotuje, pri čemu se dobija odgovarajući diazo intermedijer. Zatim se ovo diazo jedinjenje ciklizuje do cikličnog ketona iz koga se acilovanjem u inertnom organskom rastvaraču na temperaturi od oko -20 do 40 В°C u trajanju od 0,5 do 18 sati dobija intermedijer koji se podvrgava reakcijama dislokacije sa najmanje ekvivalentnom količinom merkaptana, u inertnom organskom rastvaraču, na oko -40 do 30 В°C, tako 0,5 do 24 sata. Posle uklanjanja karboksi-zaštitne grupe hidrolizom, hemijskom redukcijom ili hidrogenovanjem, dobijaju se jedinjenja ovog pronalaska.
YU229290A 1989-12-04 1990-12-04 4-substituisani alkilkarbapenem antibiotici i postupak za dobijanje istih YU229290A (sh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US44601789A 1989-12-04 1989-12-04
US61392190A 1990-11-20 1990-11-20

Publications (1)

Publication Number Publication Date
YU229290A true YU229290A (sh) 1993-05-28

Family

ID=27034476

Family Applications (1)

Application Number Title Priority Date Filing Date
YU229290A YU229290A (sh) 1989-12-04 1990-12-04 4-substituisani alkilkarbapenem antibiotici i postupak za dobijanje istih

Country Status (13)

Country Link
EP (1) EP0433759A1 (sh)
KR (1) KR910011856A (sh)
AU (2) AU643735B2 (sh)
CA (1) CA2031487A1 (sh)
FI (1) FI96311C (sh)
HU (1) HU213265B (sh)
IE (1) IE904348A1 (sh)
IL (1) IL96528A (sh)
NO (1) NO177640C (sh)
NZ (1) NZ236319A (sh)
OA (1) OA09333A (sh)
PT (1) PT96080B (sh)
YU (1) YU229290A (sh)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5672701A (en) * 1990-01-16 1997-09-30 Bristol-Myers Squibb Company 4-substituted alkyl carbapenem antibiotics
US5317016A (en) * 1991-08-20 1994-05-31 Shionogi Seiyaku Kabushiki Kaisha Pyrrolidylthiocarbapenem derivative
NO20015844L (no) 2001-11-30 2003-06-02 Arne Kristiansen Anordning for å produsere et trykkpotensial over et legeme
JP6068451B2 (ja) 2011-05-17 2017-01-25 ザ・リージエンツ・オブ・ザ・ユニバーシテイ・オブ・カリフオルニア キナーゼ阻害剤

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4312871A (en) * 1979-12-03 1982-01-26 Merck & Co., Inc. 6-, 1- And 2-substituted-1-carbadethiapen-2-em-3-carboxylic acids
JPS60202886A (ja) * 1984-03-27 1985-10-14 Sankyo Co Ltd １―置換カルバペネム―３―カルボン酸誘導体
CA1272719A (en) * 1986-03-06 1990-08-14 Pierre Dextraze Carbapenem antibiotics
US4960879A (en) * 1988-03-23 1990-10-02 Shionogi & Co., Ltd. Process for carbapenem intermediates
US5189158A (en) * 1991-03-20 1993-02-23 American Cyanamid Company 4-substituted azetidinones as precursors to 2-substituted-3-carboxy carbapenem antibiotics and a method of producing them

Also Published As

Publication number Publication date
CA2031487A1 (en) 1991-06-05
EP0433759A1 (en) 1991-06-26
IE904348A1 (en) 1991-06-05
NO905215L (no) 1991-06-05
NO905215D0 (no) 1990-12-03
PT96080B (pt) 1998-02-27
AU643735B2 (en) 1993-11-25
AU4611793A (en) 1993-12-02
NZ236319A (en) 1994-02-25
FI96311B (fi) 1996-02-29
HUT56371A (en) 1991-08-28
AU6768890A (en) 1991-06-06
FI96311C (fi) 1996-06-10
HU213265B (en) 1997-04-28
HU908046D0 (en) 1991-06-28
NO177640C (no) 1995-10-25
IL96528A (en) 1996-06-18
FI905912A0 (fi) 1990-11-30
PT96080A (pt) 1991-09-30
FI905912A (fi) 1991-06-05
AU661192B2 (en) 1995-07-13
KR910011856A (ko) 1991-08-07
OA09333A (fr) 1992-09-15
NO177640B (no) 1995-07-17

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