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Synthesis of Novel Olefinic Carbocyclic Purine Nucleoside Analogues
Authors:Johanna Wachtmeister  Bjorn Classon  Bertil Samuelsson  Ingemar Kvarnström
Affiliation:1. Department of Organic Chemistry, Arrhenius Laboratory , Stockholm University , S-106 91, Stockholm, Sweden;2. Address also: Astra H?ssle AB , S-431 83, M?lndal, Sweden;3. Department of Chemistry , Link?ping University , S-581 83, Link?ping, Sweden
Abstract:Abstract

The synthesis of optically pure unsaturated carbocyclic nucleoside analogues is described. (3,4S)-Bis(t-butyldiphenyl silyloxymethyl)-1R and 1S cyclopent-2-en-1-ol were coupled with 6-chloropurine and 2-amino-6-chloropurine respectively, using a modified Mitsunobu reaction. The products were reacted further using standard procedures to give compounds 12, 14, 16 and 18.
Keywords:
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