PREPARATION OF 4'-PHOSPHONOMETHOXY DERIVATIVES OF NUCLEOSIDES - ADDITION OF HYDROXYMETHANEPHOSPHONIC ACID DIALKYL ESTERS TO 4',5'-DIDEHYDRONUCLEOSIDES

Authors
TOCIK Z KAVENOVA I ROSENBERG I
Citation
Z. Tocik et al., PREPARATION OF 4'-PHOSPHONOMETHOXY DERIVATIVES OF NUCLEOSIDES - ADDITION OF HYDROXYMETHANEPHOSPHONIC ACID DIALKYL ESTERS TO 4',5'-DIDEHYDRONUCLEOSIDES, Collection of Czechoslovak Chemical Communications, 61, 1996, pp. 76-80
Citations number
13
Categorie Soggetti
Chemistry
Journal title
Collection of Czechoslovak Chemical Communications → ACNP
ISSN journal
00100765
Volume
61
Year of publication
1996
Pages
76 - 80
Database
ISI
SICI code
0010-0765(1996)61:<76:PO4DON>2.0.ZU;2-V
Abstract
A synthetic route to the preparation of 4'-phosphonomethoxy derivative s of nucleosides, structural analogs to a number of important antivira ls. has been elaborated. Principle of the method consists in the react ion of suitable electrophile with 4',5'-didehydronucleoside. compound with a vinylether-type exocyclic double bond, followed by nucleophilic attack of hydroxymethanephosphonic acid dialkyl ester. Obtained produ cts are structurally related to nucleoside 5'-monophosphates branched in 4'-position. Their use as part of building blocks for oligonucleoti de synthesis is also envisaged.