ASYMMETRIC REDUCTION OF AROMATIC KETONES .1. ENANTIOSELECTIVE SYNTHESIS OF DENOPAMINE

被引：0

作者：

KAWAGUCHI, T ^{[1
]}

SAITO, K ^{[1
]}

MATSUKI, K ^{[1
]}

IWAKUMA, T ^{[1
]}

TAKEDA, M ^{[1
]}

机构：

[1] TANABE SEIYAKU CO LTD, ORGAN CHEM RES LAB, 2-2-50 KAWAGISHI, TODA, SAITAMA 335, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1993年 / 41卷 / 04期

关键词：

DENOPAMINE; ASYMMETRIC REDUCTION; SODIUM (S)-PROLINATE BORANE COMPLEX; AMINO KETONE; LIBH4; N; N'-DIBENZOYLCYSTINE;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Asymmetric reduction of the N-protected amino ketone (2) with several chiral reducing agents, i.e., (R)-(+)-2-amino-3-methyl-1,1-diphenylbutanol (6)-borane complex (method A), (S,S')-,N,N'-dibenzoylcystine (7)-LiBH4-ROH complex (method B), and sodium (S)-prolinate-borane complex (8) (method C), was investigated in an attempt to synthesize denopamine (1) enantioselectively. Reduction of 2f by method B in tetrahydrofuran at 2-3-degrees-C gave the best result (88% ee with 95% chemical yield).

引用

页码：639 / 642

页数：4

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