GB1310079A - Penicillin derivatives and process for producing penicillin deri vatives - Google Patents

Penicillin derivatives and process for producing penicillin deri vatives

Info

Publication number
GB1310079A
GB1310079A GB5806171A GB5806171A GB1310079A GB 1310079 A GB1310079 A GB 1310079A GB 5806171 A GB5806171 A GB 5806171A GB 5806171 A GB5806171 A GB 5806171A GB 1310079 A GB1310079 A GB 1310079A
Authority
GB
United Kingdom
Prior art keywords
esters
penicillin
formula
aminobenzylpenicillin
aminophenylacetamido
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
GB5806171A
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.)
Toyama Chemical Co Ltd
Original Assignee
Toyama Chemical Co Ltd
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 Toyama Chemical Co Ltd filed Critical Toyama Chemical Co Ltd
Publication of GB1310079A publication Critical patent/GB1310079A/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

Abstract

1310079 Esters of substituted penicillanic acids TOYAMA CHEMICAL CO Ltd 14 Dec 1971 [30 Dec 1970 (3)] 58061/71 Heading C2A The invention comprises esters of 6-(N-substituted - α - aminophenylacetamido) - penicillanic acid of Formula I in which R is C 1-5 alkyl, R<SP>1</SP> and R<SP>2</SP> are hydrogen, C 1 -C 5 alkyl or aryl or may form a heterocyclic ring together with the nitrogen atom adjacent thereto and R<SP>3</SP> is C 1 -C 5 alkyl. A process for producing such esters comprises reacting α- aminobenzylpenicillin or a salt thereof with #-keto-acid amides of Formula II to form the N-substituted-a-aminobenzylpenicillin of Formula III and then reacting it with an acyloxymethylhalide of Formula IV in which X is a halogen atom. Suitable salts of α-aminobenzylpenicillin include the sodium, potassium and triethylamine salts. Among the esters which may be prepared are the pivaloyloxymethyl esters of 6 - [N - (1 - piperidinocarbonylpropen - 2 - yl)] - α - amino - phenylacetamido penicillanic acid, 6 - [N - (1- pyrrolidino - carbonyl propen - 2 - yl)] - α- aminophenylacetamido penicillanic acid, and 6 - [N - (1 - anilino - carbonylpropen - 2 - yl)]- α-aminophenylacetamido penicillanic acid.
GB5806171A 1970-12-30 1971-12-14 Penicillin derivatives and process for producing penicillin deri vatives Expired GB1310079A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP12246270 1970-12-30
JP12247470 1970-12-30
JP12246670 1970-12-30

Publications (1)

Publication Number Publication Date
GB1310079A true GB1310079A (en) 1973-03-14

Family

ID=27314458

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5806171A Expired GB1310079A (en) 1970-12-30 1971-12-14 Penicillin derivatives and process for producing penicillin deri vatives

Country Status (3)

Country Link
DE (1) DE2161420A1 (en)
FR (1) FR2120082B1 (en)
GB (1) GB1310079A (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE454879B (en) * 1982-06-29 1988-06-06 Astra Laekemedel Ab ALFA-BROMODYTHYL CARBONATE AND ITS USE AS INTERMEDIATE IN PENICILLIN G PREPARATION
IT1190897B (en) * 1982-06-29 1988-02-24 Opos Biochimica Srl PROCEDURE FOR THE PREPARATION OF THE 1-ETHOXYCARBONYLOXYETHYL ACID ACID 6- (D (-) - ALPHA AMINOALPHA-PHENYLACETAMIDE) -PENICILLANIC
US4606865A (en) * 1982-09-20 1986-08-19 Astra Lakemedel Aktiebolag Methods for the preparation of α-bromodiethylcarbonate

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL34590A0 (en) * 1969-05-28 1970-07-19 Beecham Group Ltd Derivatives of alpha-aminopenicillins and their preparation

Also Published As

Publication number Publication date
FR2120082B1 (en) 1975-10-31
FR2120082A1 (en) 1972-08-11
DE2161420A1 (en) 1972-07-27

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees