YU45800B - Postupak za dobijanje karbapenem jedinjenja - Google Patents

Postupak za dobijanje karbapenem jedinjenja

Info

Publication number
YU45800B
YU45800B YU158586A YU158586A YU45800B YU 45800 B YU45800 B YU 45800B YU 158586 A YU158586 A YU 158586A YU 158586 A YU158586 A YU 158586A YU 45800 B YU45800 B YU 45800B
Authority
YU
Yugoslavia
Prior art keywords
formula
defined above
group
compound
alkyl
Prior art date
Application number
YU158586A
Other languages
English (en)
Other versions
YU158586A (en
Inventor
A. Martel
C. Bachand
Original Assignee
Bristol-Myers Squibb Company
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 Company filed Critical Bristol-Myers Squibb Company
Publication of YU158586A publication Critical patent/YU158586A/xx
Publication of YU45800B publication Critical patent/YU45800B/sh

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D477/00Heterocyclic 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
    • C07D477/10Heterocyclic 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
    • C07D477/12Heterocyclic 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
    • C07D477/16Heterocyclic 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
    • C07D477/20Sulfur atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Communicable Diseases (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Oncology (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)

Abstract

POSTUPAK ZA DOBIJANJE KARBAPENEM JEDINJENJA, formule: u kojoj R2 predstavlja vodonik ili karboksi-zastitnu grupu koja se moze lako ukloniti, kao sto je p-nitrobenzil ili alil; B je vodonik ili metil; n ima vrednosti 0, 1, 2 ili 3, m je 1 ili 2, o je 1 ili 2; i R je C1-6 alkil, alil, propargil, karboksimetil, cijanometil ili aralkil, gde je aril grupa fenil ili heterociklicna grupa sa 5 ili 6 clanova, a alkil je C1-6 alkil; u kojoj heterociklicni prsten koji sadrzi sulfonijum grupu moze, na ugljenikovom atomu ili ugljenikovim atomima iz prstena, da bude po potrebi supstituisan sa jednom ili dve C1-6 alkil grupe; i njihovih farmaceutski prihvatljivih soli i estara koji se mogu fizioloski hidrolizovati, naznacen time, sto intermedijer formule: u kojoj je B kao sto je definisano gore, a R2' je karboksi-zastitna grupa kao sto je definisano gore za R2, u inertnom organskom rastvaracu kao sto je metilen hlorid, acetonitril ili dimetil-formamid, na temperaturi od oko -20 do +40 C, reaguje sa priblizno ekvimolarnom kolicinom sredstva sposobnog da u 2-polozaj intermedijera formule (III) uvede odlazecu grupu L, pri cemu navedeno sredstvo moze da predstavlja anhidrid, kao sto je anhidrid p-toluolsulfonske, p-nitrobenzolsulfonske, 2,4,6-triizopropilbenzolsulfonske, metansulfonske ili trifluorometansulfonske kiseline, ili sredstvo za halogenovanje kao sto je Ph3, PCl2, Ph3PBr2, (PhO)3PBr2 ili oksalil hlorid, po potrebi u prisustvu baze kao sto je diizopropiletilamin, trietilamin ili 4-dimetilaminopiridin, da bi se dobio intermedijer formule: u kojoj su B i R2' kao sto je definisano gore, a L je odlazeca grupa koja odgovara gore definisanom sredstvu za njeno uvodjenje; sto internedijer formule (IV) reaguje, u inertnom organskom rastvaracu kao sto su acetonitril, dimetilformamid, tetrahidrofuran, dimetilacetamid, aceton ili smese ovih rastvaraca medjusobno i sa vodom, na temperaturi od oko -15 C do sobne temperature i u prisustvu baze kao sto je NaOH, tri(C1-4)alkilamin, 1,8-diazabiciklo/5.4.0/undek-7-en ili 1,5-diazabiciklo /4.3.0/non-5-en, sa tiolnim jedinjenjem formule: u kojoj su n, m, o i R kao sto je definisano gore i heterociklicni prsten koji sadrzi sulfonijum grupu moze po potrebi da bude supstituisan kao sto je definisano gore, da bi se dobilo jedinjenje formule: u kojoj su B, R2', n, m, o i R kao sto je definisano gore; i sto se, po potrebi, uklanja karboksi-zastitna grupa R2' da bi se dobilo jedinjenje formule (I) u kojoj je R2 vodonik koje se zatim, po potrebi, prevodi u svoju farmaceutski prihvatljivu so ili estar koji se moze fizioloski hidrolizovati. Prijava sadrzi jos 1 patentni zahtev.
YU158586A 1985-09-11 1986-09-11 Postupak za dobijanje karbapenem jedinjenja YU45800B (sh)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US06/774,628 US4665169A (en) 1985-09-11 1985-09-11 Carbapenem antibiotics

Publications (2)

Publication Number Publication Date
YU158586A YU158586A (en) 1988-02-29
YU45800B true YU45800B (sh) 1992-07-20

Family

ID=25101800

Family Applications (1)

Application Number Title Priority Date Filing Date
YU158586A YU45800B (sh) 1985-09-11 1986-09-11 Postupak za dobijanje karbapenem jedinjenja

Country Status (31)

Country Link
US (1) US4665169A (sh)
JP (1) JPS6261980A (sh)
KR (1) KR910006807B1 (sh)
CN (1) CN1015261B (sh)
AR (1) AR242577A1 (sh)
AT (1) AT396472B (sh)
AU (1) AU596990B2 (sh)
BE (1) BE905415A (sh)
CH (1) CH669381A5 (sh)
CS (1) CS259892B2 (sh)
DD (1) DD252605A1 (sh)
DE (1) DE3630857C2 (sh)
DK (1) DK433586A (sh)
ES (1) ES2002303A6 (sh)
FI (1) FI81803C (sh)
FR (1) FR2587704B1 (sh)
GB (1) GB2180238B (sh)
GR (1) GR862313B (sh)
HU (1) HU198491B (sh)
IL (1) IL79969A0 (sh)
IT (1) IT1207578B (sh)
LU (1) LU86575A1 (sh)
MY (1) MY102957A (sh)
NL (1) NL8602282A (sh)
NZ (1) NZ217519A (sh)
PT (1) PT83361B (sh)
SE (1) SE469630B (sh)
SU (1) SU1480764A3 (sh)
YU (1) YU45800B (sh)
ZA (1) ZA866638B (sh)
ZW (1) ZW16186A1 (sh)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5321020A (en) * 1989-03-28 1994-06-14 Pfizer Inc. Antibacterial 2-carbapenem derivatives
HUT63167A (en) * 1989-03-28 1993-07-28 Pfizer Process for producing antibacterial 2-carbapenem derivatives and pharmaceutical compositions comprising same as active ingredient
US5602118A (en) * 1993-03-16 1997-02-11 American Cyanamid Company 2-thiosubstituted carbapenems
RU2714730C1 (ru) 2019-04-11 2020-02-19 Общество с ограниченной ответственностью "КС-ТЕХНОЛОГИИ" Конусная инерционная дробилка с опорным подшипником скольжения

Family Cites Families (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3950357A (en) * 1974-11-25 1976-04-13 Merck & Co., Inc. Antibiotics
US4235920A (en) * 1975-11-21 1980-11-25 Merck & Co., Inc. N-Alkylated derivatives of thienamycin
AU531084B2 (en) * 1977-10-19 1983-08-11 Merck & Co., Inc. Azetidine derivatives
AU4061378A (en) * 1977-10-19 1980-04-17 Merck & Co., Inc. 1-azabicyclo (3.2.0) hept-2-enes
US4232036A (en) * 1978-10-24 1980-11-04 Merck & Co., Inc. 6-, 1- and 2-Substituted-1-carbadethiapen-2-em-3-carboxylic acids
DE2966497D1 (en) * 1978-10-24 1984-01-26 Merck & Co Inc 6-, 1- and 2-substituted-1-carbapen-2-em-3-carboxylic acids, processes for the preparation of such compounds and pharmaceutical composition comprising such compounds
DK165280A (da) * 1979-04-19 1980-10-20 Merck & Co Inc Fremgangsmaade til fremstilling af 2- og 6-substituerede 1-carbadethiapen-2-em-3-carboxylsyrer og mellemprodukter til brug ved udoevelse af fremgangsmaaden
US4376774A (en) * 1979-05-29 1983-03-15 Merck & Co., Inc. Antibiotic N-heterocyclyl thienamycin
IE52147B1 (en) * 1980-03-27 1987-07-08 Merck & Co Inc 4-(3-carboxy-2-oxopropyl)-azetidin-2-ones and process for their preparation
EP0037082B1 (en) * 1980-03-27 1985-03-20 Merck & Co. Inc. Process for the preparation of 1-carbapenems and intermediates via silyl-substituted dithioacetals
US4309346A (en) * 1980-03-27 1982-01-05 Merck & Co., Inc. Process for the preparation of 1-carbapenems and intermediates via trithioorthoacetates
EP0038869A1 (en) * 1980-04-30 1981-11-04 Merck & Co. Inc. Process for the preparation of 1-carbapenems, and intermediates for their preparation
JPS56161393A (en) * 1980-05-16 1981-12-11 Sanraku Inc Beta-lactam compound
CA1198440A (en) * 1982-04-08 1985-12-24 Choung U. Kim Carbapenem antibiotics
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
FI832619A (fi) * 1982-07-26 1984-01-27 Sandoz Ag Fluoralkylerade karbapenemderivat
NZ205626A (en) * 1982-09-28 1986-12-05 Bristol Myers Co Carbapenem antibiotics
DK140584A (da) * 1983-03-08 1984-09-09 Bristol Myers Co Fremgangsmaade til fremstilling af carbapenemderivater
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

Also Published As

Publication number Publication date
US4665169A (en) 1987-05-12
NL8602282A (nl) 1987-04-01
GB2180238B (en) 1989-09-06
HUT42487A (en) 1987-07-28
NZ217519A (en) 1990-07-26
FI81803B (fi) 1990-08-31
DE3630857C2 (de) 1994-04-07
CN1015261B (zh) 1992-01-01
GR862313B (en) 1987-01-12
IT1207578B (it) 1989-05-25
KR870003110A (ko) 1987-04-15
AU596990B2 (en) 1990-05-24
SE8603798D0 (sv) 1986-09-10
AU6234886A (en) 1987-03-12
CS656786A2 (en) 1988-03-15
ES2002303A6 (es) 1988-08-01
HU198491B (en) 1989-10-30
PT83361A (en) 1986-10-01
YU158586A (en) 1988-02-29
FI863609A0 (fi) 1986-09-08
GB8621759D0 (en) 1986-10-15
FI863609A (fi) 1987-03-12
AR242577A1 (es) 1993-04-30
ZW16186A1 (en) 1988-03-30
DD252605A1 (de) 1987-12-23
CS259892B2 (en) 1988-11-15
ZA866638B (en) 1987-05-27
CH669381A5 (sh) 1989-03-15
IT8621666A0 (it) 1986-09-10
AT396472B (de) 1993-09-27
SE469630B (sv) 1993-08-09
KR910006807B1 (ko) 1991-09-02
FI81803C (fi) 1990-12-10
IL79969A0 (en) 1986-12-31
JPS6261980A (ja) 1987-03-18
CN86105933A (zh) 1987-05-20
PT83361B (pt) 1989-05-12
DE3630857A1 (de) 1987-03-19
FR2587704A1 (fr) 1987-03-27
DK433586A (da) 1987-03-12
BE905415A (fr) 1987-03-10
DK433586D0 (da) 1986-09-10
SU1480764A3 (ru) 1989-05-15
SE8603798L (sv) 1987-03-12
ATA245286A (de) 1993-01-15
GB2180238A (en) 1987-03-25
LU86575A1 (fr) 1987-04-02
MY102957A (en) 1993-03-31
FR2587704B1 (fr) 1989-02-24

Similar Documents

Publication Publication Date Title
YU46079B (sh) Postupak za dobijanje 1-tercijarnih-alkil-supstituisanih naftiridin-i hinolin-karboksilnih kiselina
MX9203163A (es) Esteres morfolinoetilicos de acido micofenolico y composiciones.
NO166585C (no) Analogifremgangsmaate for fremstilling av terapeutisk aktive substituerte imidazoler.
RS49586B (sr) Derivati supstituisane 4-hidroksi-fenilalkanske kiseline sa dejstvom agonista na ppar-gama
AR011044A1 (es) Compuestos derivados de 2-(purin-9-il)tetrahidrofuran-3,4-diol, procesos para la preparacion de tales compuestos y sus intermediarios, formulacionesque los contienen y su uso en terapia para el tratamiento de enfermedades inflamatorias del tracto respiratorio, particularmente asma y enfermedad
ES8101072A1 (es) Un procedimiento para la preparacion de nuevas benzamidas sustituidas
PE55298A1 (es) Derivados de pirrolopirrolona
DK158351C (da) Analogifremgangsmaade til fremstilling af substituerede 4-fenylalkylimidazolderivater eller farmaceutisk acceptable syreadditionssalte deraf
YU47130B (sh) Postupak za dobijanje imidazopiridazinskih derivata
YU45695B (sh) Postupak za dobijanje novih 6-alkiliden-penema sa beta-laktamaza inhibitorskim i antibakterijskim osobinama
YU45800B (sh) Postupak za dobijanje karbapenem jedinjenja
ATE5141T1 (de) Xanthon- und thioxanthonderivate, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische zusammensetzungen.
YU62991A (sh) Karbapenemska jedinjenja
FI814148L (fi) Nya trisubstituerade pyrimido/5,4-d/pyrimidiner deras framstaellning och deras anvaendning saosom laekemedel
YU46030B (sh) Postupak za dobijanje karbapenem jedinjenja sa kvaternerizovanim heterotioalkiltio supstituentom u 2-položaju
JPS5321188A (en) Cephalosporin analogs
YU45854B (sh) Postupak za dobijanje (+) enantiomernih ili (+-) racemskih derivata 4a, 9b-transheksahidro-1h-piridoindola
YU47605B (sh) Postupak za dobijanje supstituisanih derivata stirena
YU46182B (sh) Postupak za prečišćavanje antibiotika
CA1147723A (en) Cephalosporin derivatives, their production and use
DD285604A5 (de) Verfahren zur herstellung von enol-ethern und estern
US3234223A (en) Preparation of 7-amino-cephalosporanic acid and derivatives
SE8405813L (sv) Mellanprodukter for framstellning av nya 2-substituerade och 2,6-disubstituerade penem-foreningar
SE8406046L (sv) Nya azabicykliska foreningar och ett forfarande for framstellning derav
GB1215812A (en) Esters of penicillanic acids