CHEMISTRY OF CEPHALOSPORIN ANTIBIOTICS .14. REACTION OF CEPHALOSPORIN-C WITH NITROSYL CHLORIDE

被引:50
作者
MORIN, RB
JACKSON, BG
FLYNN, EH
ROESKE, RW
ANDREWS, SL
机构
[1] Lilly Research Laboratories, Eli Lilly and Company, Indianapolis
关键词
D O I
10.1021/ja01034a022
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The interaction of cephalosporin C with nitrosyl chloride was examined in detail. In addition to 7-aminocephalosporanic acid (7-ACA, lb), the 7-chlorocephalosporanic acid was isolated as its methyl ester (5). Three substances resulting from intermolecular reactions of the intermediate 3 were isolated and characterized (7a, 7b, and 7c). α-Hydroxyadipic acid and its lactone were obtained in yields corresponding to those products resulting from intramolecular reactions. © 1969, American Chemical Society. All rights reserved.
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页码:1396 / &
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