Synthesis of New Cephamycin Derivatives and a Novel Rearrangement between Isothiazolethioacetamides and 1, 3-Dithietanecarboxamides

MASARU IWANAMI; TETSUYA MAEDA; MASAHARU FUJIMOTO; YOSHINOBU NAGANO; NORIAKI NAGANO; ATSUKI YAMAZAKI; TADAO SHIBANUMA; KAZUHARU TAMAZAWA; KUNIICHIRO YANO

doi:10.1248/cpb.28.2629

MASARU IWANAMI, TETSUYA MAEDA, MASAHARU FUJIMOTO, YOSHINOBU NAGANO, NORIAKI NAGANO, ATSUKI YAMAZAKI, TADAO SHIBANUMA, KAZUHARU TAMAZAWA, KUNIICHIRO YANO

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Keywords: interconversion

JOURNAL FREE ACCESS

1980 Volume 28 Issue 9 Pages 2629-2636

DOI https://doi.org/10.1248/cpb.28.2629

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Abstract

A novel intramolecular rearrangement of isothiazolethioacetamides into 1, 3-dithietanecarboxamides is described, together with the synthesis of a new cephamycin derivative (YM-09330) having a 1, 3-dithietane structure at the 7β-position. This compound showed strong antibacterial activity, especially against gram-negative organisms.

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