経口セフェム剤セフジトレンピボキシルの開発
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概要
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Cefditoren Pivoxil was synthesized in the course of study on a series of cephalosporins having various heterocycles attached to the C 3-position of the cephem nucleus through <I>Z</I>- and <I>E</I>-etheno groups. Introduction of the side chains to the cephalosporins was achieved by a Wittig reaction. The reaction showed rather poor <I>Z</I>-<I>E</I> selectivity (<I>Z</I> : <I>E</I>=1 : 1 to 4 : 1) in the stage of screening research. Investigation was started for improvement of the <I>Z</I>-selectivity soon after determining Cefditoren Pivoxil as a development candidate substance, and relatively high <I>Z</I>-selectivity (<I>Z</I> : <I>E</I>=94 : 6) was finally achieved. The overall yield of Cefditoren Pivoxil was 49.6% in the established manufacturing synthetic method. Cefditoren, the active form of Cefditoren Pivoxil, has remarkably potent activity to penicillin-resistant <I>Streptococcus pneumoniae</I> (PRSP) and β-lactamase-negative-ampicillin resistant <I>Haemophilus influenzae</I> (BLNAR) among the oral β-lactam antibiotics.
- 社団法人 有機合成化学協会の論文
- 2002-02-01
著者
関連論文
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- 経口セフェム剤セフジトレンピボキシルの開発