A PRACTICAL SYNTHETIC METHOD FOR 3-(N,N-DISUBSTITUTED CARBAMOYLOXY)-METHYL CEPHEMS WITHOUT GENERATING THE DELTA(2)-ISOMERS

Authors
NEGI S YAMANAKA M KOMATSU Y TSURUOKA A KAMADA A TSUKADA I MACHIDA Y
Citation
S. Negi et al., A PRACTICAL SYNTHETIC METHOD FOR 3-(N,N-DISUBSTITUTED CARBAMOYLOXY)-METHYL CEPHEMS WITHOUT GENERATING THE DELTA(2)-ISOMERS, Chemical and Pharmaceutical Bulletin, 43(6), 1995, pp. 1031-1034
Citations number
4
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
43
Issue
6
Year of publication
1995
Pages
1031 - 1034
Database
ISI
SICI code
0009-2363(1995)43:6<1031:APSMF3>2.0.ZU;2-X
Abstract
E1101, a new oral cephalosporin, has a (N,N-dimethylcarbamoyloxy)methy l group at the C-3 position of the cephem nucleus. The previous method s for manufacturing 3-(N,N-disubstituted carbamoyloxy)methyl cephems g enerate various amounts of intractable Delta(2) isomers as by-products . In this report, we describe a new, practical synthetic method for ce phems of this type without generating Delta(2) isomers, via amino-3-(4 -nitrophenoxycarbonyloxy)methyl-Delta(3) -cephem-4-carboxylic acid (5) as a key intermediate.