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

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.

authors

Rapoport H,Chen Y,Mohareb RM,Ahn JH,Sim TB,Ho JZ

doi

10.1248/cpb.51.1153

subject

Has Abstract

pub_date

2003-10-01 00:00:00

pages

1153-6

issue

10

eissn

0009-2363

issn

1347-5223

journal_volume

51

pub_type

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