The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Jan. 15, 1980

Filed:

Dec. 29, 1977
Applicant:
Inventors:

Nicholas Darby, Edmonton, CA;

Peter K Wolfert, Edmonton, CA;

Assignee:

Connlab Holdings Limited, St. Laurent, CA;

Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07D / ; C07D / ;
U.S. Cl.
CPC ...
2602391 ; 544 30 ; 544 28 ; 424271 ; 424246 ; 2602 / ;
Abstract

A process for preparing 2-acyloxymethylpenams and 3-acyloxycephams of the formulae 1 and 2 ##STR1## in which R represents the aliphatic, aromatic, or heterocyclic moiety of an amino-protecting group commonly employed in penicillin chemistry, R.sup.1 is hydrogen or represents a carboxy-protecting group commonly employed in penicillin chemistry, and R.sup.2 is hydrogen, C.sub.1 -C.sub.6 alkyl which may also be substituted with Cl, OCH.sub.3, or CN, and phenyl which may also be substituted with CH.sub.3, F, Cl, OCH.sub.3 or NO.sub.2, by treating an unsym-azetidinone disulfide of the formula 3 ##STR2## in which R and R.sup.1 are as defined above and R.sup.4 is benzothiazol-2-yl or benzoxazol-2-yl with silver oxide, an acid of the formula R.sup.2 COOH, and iodine, or with a silver salt of the formula R.sup.2 COOAg and iodine, or with a Simonini complex of the formula R.sup.2 COOI.R.sup.2 COOAg, to obtain a mixture of the compounds of formulae 1 and 2, and optionally separating said mixture.


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