ES457884A1 - Method of preparation of 3-methylene-cephams - Google Patents

Method of preparation of 3-methylene-cephams

Info

Publication number
ES457884A1
ES457884A1 ES457884A ES457884A ES457884A1 ES 457884 A1 ES457884 A1 ES 457884A1 ES 457884 A ES457884 A ES 457884A ES 457884 A ES457884 A ES 457884A ES 457884 A1 ES457884 A1 ES 457884A1
Authority
ES
Spain
Prior art keywords
friedel
bronsted
compounds
crafts catalyst
acid type
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
ES457884A
Other languages
Spanish (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.)
Eli Lilly and Co
Original Assignee
Eli Lilly and 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 Eli Lilly and Co filed Critical Eli Lilly and Co
Publication of ES457884A1 publication Critical patent/ES457884A1/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07D205/09—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 with a sulfur atom directly attached in position 4
    • C07D205/095—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 with a sulfur atom directly attached in position 4 and with a nitrogen atom directly attached in position 3

Abstract

3-Methylenecepham 1-sulphoxides of the formula < IMAGE > in which the substituents are defined in Claim 1 are prepared. These compounds are prepared by bringing about ring closure in a corresponding sulphinylazetidinone of the formula < IMAGE > in which X is chlorine or bromine, an alcohol or thioalcohol residue, an ester or a thioester residue, or an amino radical. If X is chlorine or bromine, the compound II is reacted with a Friedel-Crafts catalyst of the Lewis acid type, with a Friedel-Crafts catalyst of the Bronsted protonic acid type or with a metathetical cation former in a dry inert organic solvent, or is dissolved in an organic Bronsted acid. If X in compounds II is an alcohol, thioalcohol, ester or thioester residue or an amino radical, reaction is carried out with a Friedel-Crafts catalyst of the Bronsted protonic acid type in a dry inert organic solvent, or the compound is dissolved in an organic Bronsted acid. The resulting compounds can be used for the preparation of cephem antibiotics.
ES457884A 1974-12-24 1977-04-15 Method of preparation of 3-methylene-cephams Expired ES457884A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US53628074A 1974-12-24 1974-12-24
US63273375A 1975-11-19 1975-11-19

Publications (1)

Publication Number Publication Date
ES457884A1 true ES457884A1 (en) 1978-08-16

Family

ID=27065082

Family Applications (2)

Application Number Title Priority Date Filing Date
ES443829A Expired ES443829A1 (en) 1974-12-24 1975-12-23 Method of preparation of 3-methylene-cephams
ES457884A Expired ES457884A1 (en) 1974-12-24 1977-04-15 Method of preparation of 3-methylene-cephams

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ES443829A Expired ES443829A1 (en) 1974-12-24 1975-12-23 Method of preparation of 3-methylene-cephams

Country Status (25)

Country Link
JP (1) JPS606960B2 (en)
AR (1) AR220505A1 (en)
AT (1) AT341672B (en)
AU (1) AU503202B2 (en)
BE (1) BE837041A (en)
BG (2) BG27236A3 (en)
CA (1) CA1056372A (en)
CH (3) CH625528A5 (en)
CS (1) CS191291B2 (en)
DD (2) DD130933A5 (en)
DE (1) DE2556045A1 (en)
DK (1) DK157137C (en)
ES (2) ES443829A1 (en)
FR (2) FR2333804A1 (en)
GB (1) GB1536288A (en)
GR (1) GR59922B (en)
HU (2) HU175226B (en)
IE (1) IE42190B1 (en)
IL (1) IL48565A (en)
NL (1) NL182880C (en)
PL (2) PL113883B1 (en)
RO (2) RO74273A (en)
SE (2) SE431547B (en)
SU (1) SU799667A3 (en)
YU (2) YU324875A (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4289695A (en) * 1978-11-13 1981-09-15 Eli Lilly And Company Process for preparing 2-chlorosulfinylazetidinones
US4190724A (en) * 1978-11-13 1980-02-26 Eli Lilly And Company Process for 3-exomethylenecepham sulfoxides
GB2099817B (en) * 1981-04-10 1985-05-15 Otsuka Kagaku Yakuhin Azetidinone derivatives and process for the preparation of the same
US4436596A (en) * 1982-11-16 1984-03-13 Eli Lilly And Company N-Substituted-2-(R)-(sulfinic acid)-3-(S)-(acylamido)-4-oxo-azetidines and process
DE4230053A1 (en) * 1992-09-08 1994-03-10 Pliva Handels Gmbh 4-oxo-azetidine-2-sulfonic acid amides and their salts, process for their preparation and their use

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3843682A (en) * 1972-05-15 1974-10-22 Lilly Co Eli 2-chlorosulfinyl-3-imido-azetedin-4-ones

Also Published As

Publication number Publication date
DK157137B (en) 1989-11-13
IE42190B1 (en) 1980-06-18
NL7515069A (en) 1976-06-28
JPS606960B2 (en) 1985-02-21
IE42190L (en) 1976-06-24
AR220505A1 (en) 1980-11-14
HU177431B (en) 1981-10-28
BG31072A4 (en) 1981-10-15
YU324875A (en) 1982-02-28
BG27236A3 (en) 1979-09-14
ES443829A1 (en) 1978-03-01
SE431547B (en) 1984-02-13
DD124985A5 (en) 1977-03-23
DE2556045A1 (en) 1976-07-08
IL48565A0 (en) 1976-01-30
CH628620A5 (en) 1982-03-15
GR59922B (en) 1978-03-20
CS191291B2 (en) 1979-06-29
RO74273A (en) 1981-08-17
IL48565A (en) 1979-09-30
JPS5188992A (en) 1976-08-04
DE2556045C2 (en) 1990-08-09
GB1536288A (en) 1978-12-20
SU799667A3 (en) 1981-01-23
AU503202B2 (en) 1979-08-30
ATA980475A (en) 1977-06-15
RO68478A (en) 1981-08-30
PL113883B1 (en) 1981-01-31
FR2333804A1 (en) 1977-07-01
DK157137C (en) 1990-04-16
AU8708475A (en) 1977-06-02
BE837041A (en) 1976-06-23
SE7906899L (en) 1979-08-17
NL182880C (en) 1988-06-01
CH626604A5 (en) 1981-11-30
FR2300080B1 (en) 1979-06-15
HU175226B (en) 1980-06-28
CA1056372A (en) 1979-06-12
AT341672B (en) 1978-02-27
YU206481A (en) 1983-06-30
PL114521B1 (en) 1981-02-28
CH625528A5 (en) 1981-09-30
DK585875A (en) 1976-06-25
DD130933A5 (en) 1978-05-17
SE444810B (en) 1986-05-12
FR2300080A1 (en) 1976-09-03
FR2333804B1 (en) 1979-05-18
NL182880B (en) 1988-01-04
SE7514550L (en) 1976-06-25

Similar Documents

Publication Publication Date Title
ES427859A1 (en) Antibiotics
ES457884A1 (en) Method of preparation of 3-methylene-cephams
ES430428A1 (en) D-homosteroids
GB1204922A (en) 03-alkyl-9,10-seco-gonatetraenes and processes for their preparation
ES445348A1 (en) Novel 3-acyloxymethyl-cephem compounds useful as intermediates for preparing cephalosporin antibiotics
ES434476A1 (en) Process for the manufacture of 3-substituted thiomethyl-7-amino-2-cephem-4-carboxylic acid compound
ES467637A1 (en) Cephalosporin synthesis
ES419016A1 (en) 13-bromolysergic acid compounds
GB1472699A (en) Unsaturated phosphorus-containing carboxylic acid derivatives
ES416476A1 (en) Process for the conversion of penicillin S-oxide into a corresponding desatoxycephalosporin
CH608785A5 (en) Process for producing new N-acylglutamines
ES391524A1 (en) 2,3 - dihydro - 5-trifluoromethyl-1h-di-benzo(2,3:6,7)thiepino(4,5-c)pyrroles as cns-depressants
GB1462098A (en) Thiophosphonic acid ester derivatives having pesticidal properties
ES449142A1 (en) Process for the preparation of alpha-(2-oxoimidazolidinyl carbonylamino)-acetamido cephalosporins
SU845787A3 (en) Method of preparing 7-methoxy-3-bromomethylcephems
ES447615A1 (en) Derivatives of 7-aminocephalosporanic acid
GB1456946A (en) 6-phenyl-4h-imidazo-1,2-a-1,4-benzodiazepines
KR850004758A (en) Preparation of pyrazolopyridine derivatives
ES486377A1 (en) Process for the preparation of 5-mercapto-1,2,3-triazoles
ES450336A1 (en) Process for manufacturing chlorothianthrenes
GB1485488A (en) Preparation of cephalosporins
GB1365996A (en) Process for the preparation of dibenzoxazole-substituted thiophene and furan
GB1483250A (en) Production of 6-aminopenicillins and 7-aminocephalosporin
ES379119A1 (en) Procedure for the preparation of new derivatives of imidazolidinone. (Machine-translation by Google Translate, not legally binding)
ES420504A3 (en) Process of preparation of polifosfatic complexes of 6-desmetil-6-desoxi-6-mettilen-tetracyclines and their derivatives 11a-halo. (Machine-translation by Google Translate, not legally binding)

Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 19980721