An asymmetric synthesis of (-)-carbovir

DOI: 10.1016/0957-4166(94)80072-3

Source and publish data:

Tetrahedron Asymmetry p. 1649 - 1652 (1994)

Update date:2022-08-03

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Authors:

Asami Asami

Takahashi

Inoue Inoue

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Article abstract of DOI:10.1016/0957-4166(94)80072-3

Enantioselective deprotonation of trans-4-t-butyldimethylsiloxymetyl-1,2-epoxycyclopentane (trans-4) by a chiral lithium amide, lithium (S)-2-(pyrrolidin-1-ylmethyl)pyrrolidide (1), afforded (1S,4S)-trans-4-t-butyldimethylsiloxymethyl-2-cyclopenten-1-ol (trans-7) in 83% ee. Alcohol trans-7 was easily transformed to (-)-carbovir, an anti-HIV carbocyclic nucleoside.

Full text of DOI:10.1016/0957-4166(94)80072-3

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Product name:(1S,4R)-4-(2-amino-6-chloro-9H-purin-9-yl)-2-Cyclopentene-1- methanol

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