Volume 27, Issue 16
Natural Products
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ChemInform Abstract: Studies on the Stability of δ2 and δ3 Cephem Esters. Part 1. Marked Difference in Stability Between δ2 and δ3 Cephem Prodrug Esters and Application to the Preparation of Key Intermediates for Oral Cephem Synthesis.

S. NEGI

S. NEGI

Tsukuba Res. Lab., Eisai Co., Ltd., Tsukuba, Ibaraki 300-26, Japan

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M. YAMANAKA

M. YAMANAKA

Tsukuba Res. Lab., Eisai Co., Ltd., Tsukuba, Ibaraki 300-26, Japan

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Y. KOMATSU

Y. KOMATSU

Tsukuba Res. Lab., Eisai Co., Ltd., Tsukuba, Ibaraki 300-26, Japan

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A. TSURUOKA

A. TSURUOKA

Tsukuba Res. Lab., Eisai Co., Ltd., Tsukuba, Ibaraki 300-26, Japan

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I. TSUKADA

I. TSUKADA

Tsukuba Res. Lab., Eisai Co., Ltd., Tsukuba, Ibaraki 300-26, Japan

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N. MINAMI

N. MINAMI

Tsukuba Res. Lab., Eisai Co., Ltd., Tsukuba, Ibaraki 300-26, Japan

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First published: April 16, 1996

Abstract

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ChemInform Abstract

Esterification of the sodium salt (I) affords the δ3 cephem ester (III) together with the inseparable δ2 minor component (IV) . The amount of δ2 ester can be decreased by formamido cleavage at prolonged reaction time leading to the δ3 cephem ester (V), a key intermediate of E1101 (VI), a new oral cephalosporin.

chemical structure image

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