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A synthesis of 7-methoxycephalosporin and its novel rearrangement

✍ Scribed by Yukio Sugimura; Yuji Iwano; Kimio Iino; Tokio Saito; Tetsuo Hiraoka


Book ID
104235420
Publisher
Elsevier Science
Year
1977
Tongue
French
Weight
238 KB
Volume
18
Category
Article
ISSN
0040-4039

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✦ Synopsis


Recently much effort has been directed towards the synthesis of 7-methoxycephalosporins because of the finding of the cephamycin group and their enhanced activity towards gram negative bacteria1'2'3).

We also have studied and reported 4) some novel reactions for introducing a methoxy group at C7 position of cephalosporins. Now we wish to report a modified C7-methoxylation and a novel rearrangement of the resulting 7-methoxycephalosporin derivative.

7~-(3-Phenyl-2,3-dibromopropionyl)amino-3-methyl-3-cephem-4-carboxylic acid methyl ester (la) was converted to the corresponding imino chloride with PC15-quinoline in chloroform, and -


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