The Journal of Organic Chemistry

Synthesis of 9-epi-mitomycin B: the first inversion of the C-9 stereochemistry in mitomycin B

M Kasai, M Kono, K Shirahata

Index: Kasai, Masaji; Kono, Motomichi; Shirahata, Kunikatsu Journal of Organic Chemistry, 1989 , vol. 54, # 25 p. 5908 - 5911

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Citation Number: 10

Abstract

Tokyo Research Laboratories, Kyowa Hakko Kogyo Co., Ltd., 3-6-6 Asahimachi, Machida, Tokyo 194, Japan Received May 2, 1989 9-epi-Mitomycin B (2b) with the Pame C-9 stereochemistry as mitomycin C (1) was synthesized from mitomycin B (2a) through inversion at the C-9 position. 10-0-Decarbamoylmitomycin D (sa), derived from 2a in two steps, was employed as the substrate for the epimerization. The 10-hydroxymethyl group ...