STUDIES ON REACTIONS OF NUCLEOSIDE H-PHOSPHONATES WITH BIFUNCTIONAL REAGENTS .1. REACTION WITH AMINO-ALCOHOLS

Citation
A. Kraszewski et al., STUDIES ON REACTIONS OF NUCLEOSIDE H-PHOSPHONATES WITH BIFUNCTIONAL REAGENTS .1. REACTION WITH AMINO-ALCOHOLS, Journal of the Chemical Society. Perkin transactions. I, (14), 1993, pp. 1699-1704
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
14
Year of publication
1993
Pages
1699 - 1704
Database
ISI
SICI code
0300-922X(1993):14<1699:SORONH>2.0.ZU;2-G
Abstract
The reaction of nucleoside H-phosphonates with amino alcohols in the p resence of condensing agents has been studied. Depending on the coupli ng procedure used and the length of the polymethylene bridge in the am ino alcohols, different H-phosphonate diesters, cyclic phosphoramidite derivatives or phosphite triesters can be produced. Oxidation of thes e species with iodine under various experimental conditions has been s tudied and a general procedure for synthesis of nucleoside alkyl phosp hodiesters has been developed.