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Studies on Reactions of Nucleoside H-Phosphonates with Bifunctional Reagents. Part VI. Reaction with Diols
Authors:Michal Sobkowski  Malgorzata Wenska  Adam Kraszewski  Jacek Stawiński
Institution:1. Institute of Bioorganic Chemistry, Polish Academy of Sciences , Noskowskiego 12/14, 61-704 , Poznan , Poland;2. Institute of Bioorganic Chemistry, Polish Academy of Sciences , Noskowskiego 12/14, 61-704 , Poznan , Poland;3. Stockholm University, Arrhenius Laboratory, Department of Organic Chemistry , S-10691 , Stockholm , Sweden
Abstract:Abstract

Reactions of nucleoside H-phosphonates with various diols using different types of condensing agents have been studied. Depending on the coupling procedure and the length of a polymethylene chain of the diol, acyclic H-phosphonate diesters or cyclic phosphite triesters were formed. The course of oxidation with iodine to produce cyclic nucleoside alkyl phosphotriesters or hydroxyalkyl nucleoside phosphodiesters can be controlled by the amount of water present in the reaction medium.
Keywords:
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