GB1381339A - Process for preventing reversion during preparation of nucleus ester salts - Google Patents

Process for preventing reversion during preparation of nucleus ester salts

Info

Publication number
GB1381339A
GB1381339A GB5396872A GB5396872A GB1381339A GB 1381339 A GB1381339 A GB 1381339A GB 5396872 A GB5396872 A GB 5396872A GB 5396872 A GB5396872 A GB 5396872A GB 1381339 A GB1381339 A GB 1381339A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
ester
alkyl
imino
halide
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
GB5396872A
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.)
LI LLY CO ELI
Original Assignee
LI LLY CO ELI
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
Priority claimed from US203398A external-priority patent/US3868368A/en
Priority claimed from US00203399A external-priority patent/US3845043A/en
Application filed by LI LLY CO ELI filed Critical LI LLY CO ELI
Publication of GB1381339A publication Critical patent/GB1381339A/en
Expired legal-status Critical Current

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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

1381339 Cephalosporins ELI LILLY & CO 22 Nov 1972 [30 Nov 1971 (2)] 53968/72 Heading C2C A process for preventing reversion of an imino halide of a 7-acylamidodesacetoxycephalosporinate ester of the formula where R is the residue of an acyl group and R 5 is the residue of an ester group, to a 7-acylamidodesacetoxycephalosporinate ester of the formula during treatment of the imino halide with an alcohol or thiol for the production of 7-aminodesacetoxycephalosporinate ester hydrohalides, comprises reacting the imino halide in an inert organic liquid diluent in the presence of hydrogen halide with alcohols or thiols of formulµ or wherein X represents 0 or 5; each of Y and Z is alkyl such that the alcohol or thiol has from 4 to 12 carbon atoms; or Y and Z are taken together with the carbon atom to which they are bonded to denote a cycloalkyl group having from 5 to 8 ring-forming carbon atoms; each of W and Z<SP>1</SP> is H or C 1 -C 2 alkyl, and each of R 1 and R 2 is H or a hydrocarbon moiety such that the 1,3-diol has from 3 to 15 carbon atoms; and each of R 3 and R 4 is H or alkyl such that the molecule has from 2 to 12 carbon atoms. The imino chloride of 4-nitrobenzyl 7-phenoxy-acetamido - 3 - methyl - 3 - cephem - 4 - carboxylate is prepared by reaction of 4-nitrobenzyl 7- phenoxyacetamido - 3 - methyl - 3 - cephem- 4-carboxylate with PCl 5 .
GB5396872A 1971-11-30 1972-11-22 Process for preventing reversion during preparation of nucleus ester salts Expired GB1381339A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US203398A US3868368A (en) 1971-11-30 1971-11-30 Process for preparing a 7-aminocephalosporin ester
US00203399A US3845043A (en) 1971-11-30 1971-11-30 Preventing reversion during preparation of nucleus ester salts

Publications (1)

Publication Number Publication Date
GB1381339A true GB1381339A (en) 1975-01-22

Family

ID=26898573

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5396872A Expired GB1381339A (en) 1971-11-30 1972-11-22 Process for preventing reversion during preparation of nucleus ester salts

Country Status (21)

Country Link
JP (1) JPS5638595B2 (en)
AR (1) AR192529A1 (en)
AT (1) AT324551B (en)
BE (1) BE791925A (en)
BG (2) BG22402A3 (en)
CA (1) CA985672A (en)
CH (1) CH554372A (en)
CS (1) CS188154B2 (en)
DD (1) DD100958A5 (en)
DE (1) DE2258079C3 (en)
ES (1) ES409114A1 (en)
FR (1) FR2163132A5 (en)
GB (1) GB1381339A (en)
HU (1) HU166394B (en)
IE (1) IE36879B1 (en)
IL (1) IL40897A (en)
NL (1) NL173958C (en)
PH (1) PH10235A (en)
PL (1) PL89692B1 (en)
SE (1) SE416400B (en)
YU (1) YU36969B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT378774B (en) * 1982-08-06 1985-09-25 Biochemie Gmbh METHOD FOR DEACYLATING PENICILLINES AND CEPHALOSPORINES
JPS59226670A (en) * 1983-06-03 1984-12-19 Jeol Ltd Transistor inverter

Also Published As

Publication number Publication date
NL7216158A (en) 1973-06-04
BG22402A3 (en) 1977-02-20
YU36969B (en) 1984-08-31
CH554372A (en) 1974-09-30
HU166394B (en) 1975-03-28
JPS5638595B2 (en) 1981-09-08
CS188154B2 (en) 1979-02-28
IL40897A0 (en) 1973-01-30
JPS4862792A (en) 1973-09-01
AR192529A1 (en) 1973-02-21
NL173958B (en) 1983-11-01
DE2258079C3 (en) 1980-11-20
PH10235A (en) 1976-10-08
NL173958C (en) 1984-04-02
DD100958A5 (en) 1973-10-12
BG23008A3 (en) 1977-05-20
IE36879L (en) 1973-05-30
PL89692B1 (en) 1976-12-31
BE791925A (en) 1973-05-28
ES409114A1 (en) 1976-04-01
IL40897A (en) 1976-06-30
YU297072A (en) 1982-06-18
DE2258079B2 (en) 1980-03-27
DE2258079A1 (en) 1973-06-07
AT324551B (en) 1975-09-10
CA985672A (en) 1976-03-16
IE36879B1 (en) 1977-03-16
FR2163132A5 (en) 1973-07-20
SE416400B (en) 1980-12-22

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PE20 Patent expired after termination of 20 years