Title of article
Syntheses of (6S)-Cephalosporins from 6-Aminopenicillanic Acid
Author/Authors
Tomasz Fekner، نويسنده , , Jack E. Baldwin، نويسنده , , Robert M. Adlington، نويسنده , , Timothy W Jones، نويسنده , , C.Keith Prout، نويسنده , , Andrea G. Prescott and Christopher J. Schofield، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2000
Pages
22
From page
6053
To page
6074
Abstract
Two practical routes to (6S,7S)-cephalosporins from 6-aminopenicillanic acid (6-APA) are described. In the first, 6-APA was converted to (2S,4S,5S,6S)-penicillin sulfoxide 49, which underwent Morin ring expansion to a protected (6S,7S)-cephem 50. In the second, ester 15 was converted to (2S,4S,5S,6R)-penicillin sulfoxide 58, which was then transformed into (6S,7R)-cephem 59. Different methods for the epimerisation of the C-7 position of cephem 59 were examined.
Keywords
Epimerisation , Cephalosporins , Penicillins , rearrangements
Journal title
Tetrahedron
Serial Year
2000
Journal title
Tetrahedron
Record number
1081103
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