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一种制备(1S,3R)-和(1S,3S)-1-氨基-3-(羟甲基)环戊烷的有效方法。

An efficient procedure for the preparation of (1S,3R)- and (1S,3S)-1-amino-3-(hydroxymethyl)cyclopentanes.

作者信息

Rapoport Henry, Chen Yuewu, Mohareb Rafat M, Ahn Jin Hee, Sim Tae Bo, Ho Jonathan Z

机构信息

Department of Chemistry, University of California, Berkeley 94720, USA.

出版信息

Chem Pharm Bull (Tokyo). 2003 Oct;51(10):1153-6. doi: 10.1248/cpb.51.1153.

DOI:10.1248/cpb.51.1153
PMID:14519920
Abstract

Enantiomerically pure (1S,3S)- and (1S,3R)-1-amino-3-(hydroxymethyl)cyclopentanes have been efficiently synthesized from L-aspartic acid. The title compounds are isosteres of ribose and may be used to construct nucleoside analogs with important antiviral and antineoplastic activities as demonstrated by a concise total synthesis of (+)-4'-deoxycarbapentostatin nucleoside.

摘要

已从L-天冬氨酸高效合成了对映体纯的(1S,3S)-和(1S,3R)-1-氨基-3-(羟甲基)环戊烷。标题化合物是核糖的等电子体,并且如(+)-4'-脱氧碳戊抑素核苷的简洁全合成所证明的,可用于构建具有重要抗病毒和抗肿瘤活性的核苷类似物。

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