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Neue Derivate der 7‐Amino‐cephalosporansäure. Über die Substitution der Acetoxygruppe durch aromatische Reste . Modifikationen von Antibiotica, 11. Mitteilung [1]
Author(s) -
Peter Heinrich,
Rodriguez Hermann,
Müller Beat,
Sibral Walter,
Bickel Hans
Publication year - 1974
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19740570714
Subject(s) - chemistry , trifluoroacetic acid , nucleophile , medicinal chemistry , stereochemistry , organic chemistry , catalysis
7‐Phenylacetamido‐3‐trifluoroacetoxymethyl‐ceph‐2‐em‐4‐carboxlic acid ( 7 ), which is easily produced from the iso ‐cephalosporanic acid derivatives 4 or 6 by treatment with trifluoroacetic acid, reacts smoothly with ‘C‐nucleophiles’ to give derivatives of type 5 ( Schema 1 and 2 ). Compounds 5 are converted into microbiologically active cephalosporins of type 8 (Table) by previously described methods.