C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/100, 195/97
C07D 501/04 (2006.01) A61K 31/545 (2006.01) C07D 501/00 (2006.01) C07D 501/18 (2006.01) C07D 501/20 (2006.01) C07D 501/22 (2006.01) C07D 501/36 (2006.01) C07D 501/38 (2006.01) C07D 501/42 (2006.01) C07D 501/46 (2006.01) C07D 501/57 (2006.01) C07D 501/58 (2006.01) C07F 7/18 (2006.01)
Patent
CA 1268171
A B S T R A C T One-pot process for preparation of 7.beta.-amino- and 7.beta.-acylamino- 3-substituted methyl-3-cephem-4-carboxylic acid derivatives and process for deoxygenation of 7.beta.-acylamino-3-cephem-4- carboxylic acid 1-oxlde derivatives Multi-step one-pot process for the preparation of inter alia 7.beta.-amino- and 7.beta.-acylamino-3-substituted methyl-3- cephem-4-carboxylic acid derivatives starting from 7.beta.- acylamino-3-methyl-3-cephem-4-carboxylic acid 1.beta.-oxide derivatives, comprising a new process for deoxygenation of generally 7.beta.-acylamino-3-cephem-4-carboxylic acid 1-oxide derivatives optionally substituted in the 7.alpha.-position, which can be applied as single step or can be incorporated in multi- step processes without isolation of intermediates. The deoxygenation involves the use of phosphorus pentachloride and an olefine for removal of chlorine at least in part by addition to carbon-carbon double bond. Preferred aspects are lasting protection of reactive substituents by silylation and preparation on industrial scale of generally 7.beta.-amino-3-heterocyclic thiomethyl-3-cephem-4-carboxylic acids starting from suitably 7.beta.-phenylacetamido-3-methyl-3-cephem-4-carboxylic acid 1.beta.- oxide.
464842
Grootveld Herman H.
Henniger Peter W.
Hirs Henri G.j.
Kalter Jan
Van Veen Gerardus J.
Gist-Brocades N.v.
Grootveld Herman H.
Henniger Peter W.
Hirs Henri G.j.
Kalter Jan
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