Glaxo Laboratories Limited

Alan Gibson Long

James Kennedy

Brian Edgar Looker

Derek H Barton

Niall Galbraith Weir

John Colin Clark

Edward McKenzie Wilson

Derek Walker

William George Underwood

David Thomas Eastlick

Stephen Eardley

Harry Carson Stables

William G Elphinstone

Novel semisynthetic .beta.-lactam intermediates of use in the production of cephalosporins, penicillins and related .beta.-lactam antibiotic compounds are provided. The novel compounds are prepared from .beta.-lactams obtained by cleavage of the 1,2-sulphur-carbon bond of a penicillin 1-oxide (with subsequent internal or external trapping of the sulphur atom to leave a residual substituent as the .beta.-lactam nitrogen) by removal of the said residual substituent by an oxidative cleavage reaction.

Chemical compounds

The invention is concerned with the preparation of .DELTA..sup.3 -4-carboxy cephalosporin antibiotics possessing a 3-vinyl group or substituted 3-vinyl group by means of phosphorous intermediates.

Process for the preparation of 3-vinyl and substituted vinyl

The invention is concerned with .DELTA..sup.3 -4-carboxy cephalosporin antibiotics possessing a 3-vinyl or substituted 3-vinyl groups as well as with phosphorous intermediates useful in the preparation thereof.

.DELTA..sup.3 -3-Vinyl or substituted vinyl-4-carboxy cephalosporins

Certain thiazolo azetidinone compounds

A process is described for the preparation of esters of N-blocked amino acids (such as penicillins or cephalosporins) wherein the amino acid or a salt thereof is reacted with a primary amine and nitrosating agent.

Process for the preparation of esters of N-blocked penicillin acids

7.beta.-Amino- and acylamidoceph-3-em-4-carboxylic acids having at the 3-position a halo-, formyloxy-, isothiocyanato- or haloacetoxymethyl group and salts and esters thereof. These compounds are useful as starting compounds for preparing 7.alpha.-acylamidoceph-3-em-4-carboxylic acids having a group at the 3-position, other than 3-acetoxymethyl, by reaction with a nucleophile. The compounds prepared have modified antibiotic activity.

Cephalosporin compounds

Growing community of inventors

Greenford, United Kingdom

Alan Gibson Long