YU46436B - Postupak za dobijanje 6-beta (supstituisanih)-s- hidroksimetil-penicilanskih kiselina i njihovih derivata - Google Patents

Postupak za dobijanje 6-beta (supstituisanih)-s- hidroksimetil-penicilanskih kiselina i njihovih derivata

Info

Publication number
YU46436B
YU46436B YU14488A YU14488A YU46436B YU 46436 B YU46436 B YU 46436B YU 14488 A YU14488 A YU 14488A YU 14488 A YU14488 A YU 14488A YU 46436 B YU46436 B YU 46436B
Authority
YU
Yugoslavia
Prior art keywords
penicylic
hydroxymethyl
beta
derivatives
acids
Prior art date
Application number
YU14488A
Other languages
English (en)
Other versions
YU14488A (en
Inventor
Y.L. Chen
Original Assignee
Pfizer Inc.
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 Inc. filed Critical Pfizer Inc.
Publication of YU14488A publication Critical patent/YU14488A/xx
Publication of YU46436B publication Critical patent/YU46436B/sh

Links

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
    • 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
    • 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
    • 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)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Oncology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Communicable Diseases (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

POSTUPAK ZA DOBIJANJE 6-BETA (SUPSTITUISANIH)-S- HIDROKSIMETIL-PENICILANSKIH KISELINA I NJIHOVIH DERIVATA formule: ili njihovih farmaceutski primenljivih kiselinskih adicionih soli, u kojoj se R1 bira iz grupe koju cine: gde je R2 izabrano iz grupe koju cine propargil, fenil, vinil, alil, ciklopropil, fluoretil, 2-fluormetil, 2-hidroksietil, metoksi, metoksimetil, 2-metoksietil, metiltiometil i 2-tionilmetil, R4 je izabrano iz grupe koju cine vinil, alil i alkil sa 1-3 atoma ugljenika, X je izabrano iz grupe koju cine vodonik, metil, metoksi i fluor i Rb je ostatak estarske grupe koja lako moze hidrolizovati in vivo, izabrana izmedju 3-ftaladil, 4-krotonlaktonil, gama-butirolakton-4-il, gde su R5 i R6 svaki vodonik, metil ili etil, n je 1-5 i R7 je alkil sa 1-6 atoma utljenika, naznacen time, Sto se u prvoj fazi uklanja benzil ili alil grupa iz jedinjenja formule (II): gde je R1 kao Sto je prethodno definisano, R je alil ili benzil, i to alil grupa pomoCu tetrakis (tri fenilfosfin) paladijuma (O) i trifenilfosfina na sobnoj temperaturi i u reakciono inertnom rastvaracu, kao Sto je etilacetat, a benzil grupa hidrogenovanjem u prisustvu paladijuma u reakciono inertnom rastvaracu, kao Sto je tetrahidrofuran, na sobnoj temperaturi, da bi se dobilo jedinjenje formule (I): u kojoj je R1 kao Sto je prethodno definisano, Sto se po Zelji formira njegova farmaceutski prihvatljiva so, kao Sto je so sa alkalnim metalom, i Sto u narednoj fazi reaguje bazna so jedinjenja formule (I): u kojoj je R1 prethodno definisano sa jedinjenjem formule RbQ, gde je Rb prethodno definisano, a Q je halogenid u reakciono inertnom rastvaracu, kao Sto je dimetilformamid, na temperaturi od 0 stepeni C do 100 stepeni C, najpozeljnije na oko 25 stepeni C.
YU14488A 1987-01-27 1988-01-26 Postupak za dobijanje 6-beta (supstituisanih)-s- hidroksimetil-penicilanskih kiselina i njihovih derivata YU46436B (sh)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US731987A 1987-01-27 1987-01-27

Publications (2)

Publication Number Publication Date
YU14488A YU14488A (en) 1990-02-28
YU46436B true YU46436B (sh) 1993-10-20

Family

ID=21725481

Family Applications (2)

Application Number Title Priority Date Filing Date
YU14488A YU46436B (sh) 1987-01-27 1988-01-26 Postupak za dobijanje 6-beta (supstituisanih)-s- hidroksimetil-penicilanskih kiselina i njihovih derivata
YU124389A YU47020B (sh) 1987-01-27 1989-06-19 Postupak za dobijanje 6-beta(supstituisanih)-(s)-hidroksimetil-penicilan skih kiselina i njihovih derivata

Family Applications After (1)

Application Number Title Priority Date Filing Date
YU124389A YU47020B (sh) 1987-01-27 1989-06-19 Postupak za dobijanje 6-beta(supstituisanih)-(s)-hidroksimetil-penicilan skih kiselina i njihovih derivata

Country Status (25)

Country Link
EP (1) EP0276942B1 (sh)
JP (1) JPS63246384A (sh)
KR (1) KR900005050B1 (sh)
CN (1) CN1014710B (sh)
AT (1) ATE74359T1 (sh)
AU (2) AU590142B2 (sh)
CA (1) CA1288091C (sh)
DD (1) DD279882A5 (sh)
DE (1) DE3869630D1 (sh)
DK (1) DK36788A (sh)
ES (1) ES2031589T3 (sh)
FI (1) FI880334A (sh)
GR (1) GR3004460T3 (sh)
HU (1) HU205765B (sh)
IE (1) IE60348B1 (sh)
IL (1) IL85167A (sh)
MY (1) MY102312A (sh)
NO (1) NO172493C (sh)
NZ (1) NZ223296A (sh)
PH (1) PH24478A (sh)
PL (2) PL159842B1 (sh)
PT (1) PT86613B (sh)
SU (2) SU1591812A3 (sh)
YU (2) YU46436B (sh)
ZA (1) ZA88514B (sh)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE74359T1 (de) * 1987-01-27 1992-04-15 Pfizer 6-beta(substituierte)-(s)hydroxymethylpenicillans|ure und deren derivate.
WO1998029114A1 (en) * 1996-12-30 1998-07-09 Bar-Ilan University Tricarboxylic acid-containing oxyalkyl esters and uses thereof
GB0128052D0 (en) * 2001-11-22 2002-01-16 Drug Discovery Lab As Compounds
US8187727B2 (en) 2005-07-22 2012-05-29 Lg Chem, Ltd. Imidazole derivatives, preparation method thereof and organic electronic device using the same

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4272439A (en) * 1978-06-02 1981-06-09 Schering Corporation 6-(Substituted-hydroxymethylene penams)
US4304779A (en) * 1979-05-09 1981-12-08 Schering Corporation 6-(Nitrogen-containing heterocyclic)hydroxymethylpenicillanic acids, compounds related thereto and processes for their preparation
US4287181A (en) * 1979-10-22 1981-09-01 Pfizer Inc. Derivatives of 6β-hydroxyalkylpenicillanic acids as β-lactamase inhibitors
EP0083977A1 (en) * 1982-01-11 1983-07-20 Pfizer Inc. 6-Alpha-hydroxymethylpenicillanic acid sulfone as a beta-lactamase inhibitor
PT79893B (en) * 1984-01-30 1987-02-03 Pfizer Process for preparing 6-(substituted)methylenepenicillanic and 6-(substituted)hydroxymethylpenicilanic and derivatives thereof
DE3584015D1 (de) * 1984-01-30 1991-10-17 Pfizer 6-(substituierte) methylen-penicillansaeure und 6-(substituierte) hydroxymethyl-penicillansaeure und deren derivate.
ATE74359T1 (de) * 1987-01-27 1992-04-15 Pfizer 6-beta(substituierte)-(s)hydroxymethylpenicillans|ure und deren derivate.

Also Published As

Publication number Publication date
FI880334A0 (fi) 1988-01-26
CA1288091C (en) 1991-08-27
YU14488A (en) 1990-02-28
ES2031589T3 (es) 1992-12-16
IL85167A0 (en) 1988-07-31
KR880009030A (ko) 1988-09-13
NO172493B (no) 1993-04-19
NO880297D0 (no) 1988-01-25
YU47020B (sh) 1994-11-15
IL85167A (en) 1994-01-25
IE60348B1 (en) 1994-06-29
PT86613A (pt) 1988-02-01
KR900005050B1 (en) 1990-07-19
HUT47118A (en) 1989-01-30
DK36788D0 (da) 1988-01-26
ZA88514B (en) 1989-09-27
GR3004460T3 (sh) 1993-03-31
ATE74359T1 (de) 1992-04-15
CN88100588A (zh) 1988-08-10
DD279882A5 (de) 1990-06-20
SU1681730A3 (ru) 1991-09-30
CN1014710B (zh) 1991-11-13
NZ223296A (en) 1989-10-27
NO172493C (no) 1993-07-28
PH24478A (en) 1990-07-18
NO880297L (no) 1988-07-28
IE880197L (en) 1988-07-27
DK36788A (da) 1988-09-23
HU205765B (en) 1992-06-29
PL270301A1 (en) 1988-12-08
MY102312A (en) 1992-05-28
PL161601B1 (pl) 1993-07-30
YU124389A (en) 1990-12-31
JPS63246384A (ja) 1988-10-13
SU1591812A3 (ru) 1990-09-07
EP0276942B1 (en) 1992-04-01
PT86613B (pt) 1991-12-31
DE3869630D1 (de) 1992-05-07
AU590142B2 (en) 1989-10-26
EP0276942A1 (en) 1988-08-03
PL159842B1 (pl) 1993-01-29
AU1074388A (en) 1988-07-28
AU613821B2 (en) 1991-08-08
AU4883290A (en) 1990-05-17
FI880334A (fi) 1988-07-28

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