An efficient procedure for the preparation of (1S,3R)- and (1S,3S)-1-amino-3-(hydroxymethyl)cyclopentanes.
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.
Rapoport
Henry
H
Department of Chemistry, University of California, Berkeley 94720, USA.
Chen
Yuewu
Y
Mohareb
Rafat M
RM
Ahn
Jin Hee
JH
Sim
Tae Bo
TB
Ho
Jonathan Z
JZ
D000605:Amino Alcohols / Q000138:chemical synthesis*; D003517:Cyclopentanes / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000605:Amino Alcohols; D003517:Cyclopentanes