C - Chemistry – Metallurgy – 07 – H
Patent
C - Chemistry, Metallurgy
07
H
C07H 19/173 (2006.01) C07H 1/00 (2006.01) C07H 19/16 (2006.01)
Patent
CA 2493724
A process for substantially enhancing the regio and stereoselective synthesis of 9-.beta.-anomeric nucleoside analogs is described. The introduction of the sugar moiety onto a 6-substituted purine base was preformed so that only the 9- .beta.-D- or L-purine nucleoside analogs were obtained. This regio and stereoselective introduction of the sugar moiety allows the synthesis of nucleoside analogs and in particular 2'-deoxy, 3'-deoxy, 2'-deoxy-2'-.beta.- fluoro and 2', 3'-dideoxy-2'-.beta.-fluoro purine nucleoside analogs in high yield without virtually any formation of the 7-positional isomers. The compounds are drugs or intermediates to drugs.
L'invention concerne un procédé permettant d'améliorer sensiblement la synthèse régio-sélective et stéréo-sélective d'analogues de nucléosides 9-?-anomériques. L'introduction d'une fraction sucre sur une base purique 6-substituée a été préformée de sorte qu'on obtient uniquement les analogues de nucléosides puriques 9-?-D- ou L. Ladite introduction régio-sélective et stéréo-sélective de la fraction de sucre permet la synthèse des analogues des nucléosides et, en particulier, des analogues de nucléosides puriques 2'-deoxy, 3'-deoxy, 2'-deoxy-2'-?-fluoro et 2', 3'-dideoxy-2'-?-fluoro à un rendement élevé sans formation virtuelle quelconque d'isomères en position 7. Les composés obtenus sont des médicaments ou des intermédiaires de ces médicaments.
Gupta Pranab K.
Munk Stephen A.
Ash Stevens Inc.
Macrae & Co.
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