144534-63-4Relevant academic research and scientific papers
Synthesis of three new carbocyclic analogues of 3'-deoxy purine ribonucleosides
Agrofoglio,Condom,Guedj,Challand,Selway
, p. 1147 - 1160 (2007/10/02)
The 1-hydroxymethyl-3-cyclopentene (4) was converted, after epoxidation, to two new exocyclic amino carbocyclic nucleosides (1, 2), and a new cyclopentane nucleoside analogue (3), with potential biological activities. The regioselectivity of the epoxidation (4), which is the key step, is governed by steric control using aryl and silyl hydroxyl protecting groups.
Novel synthesis of (+/-)-cis-4-amino-2-cyclopentene-1-methanol, a key intermediate in the preparation of carbocyclic 2',3'-didehydro-2',3'-dideoxy nucleosides
Norman,Almond,Reitter,Rahim
, p. 3197 - 3204 (2007/10/02)
Novel synthetic routes directed toward the preparation of (+/-)-cis-4-amino-2-cyclopentene-1-methanol are described. The routes investigated involve azide openings of chiral and non-chiral cyclopentyl epoxides.
Steric control of the epoxidation of 1-hydroxymethyl-3-cyclopentene using aryl or silyl hydroxyl protecting groups
Agrofoglio,Condom,Guedj
, p. 5503 - 5504 (2007/10/02)
A good anti-stereoselectivity is observed in the epoxidation of 1-hydroxymethyl-3-cyclopentene using tert-butyldimethylsilyl chloride as an hydroxyl protecting group (ratio anti:syn 8.2:1).
