Synthesis of [2′-2H1]-Ribonucleosides

✍ Scribed by András Földesi; Mrinal K. Kundu; Zoltán Dinya; Jyoti Chattopadhyaya

• Publisher: John Wiley and Sons
• Year: 2004
• Tongue: German
• Weight: 278 KB
• Volume: 87
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200490069

✦ Synopsis

Abstract

New syntheses of C(2′)‐deuterated ribonucleosides have been accomplished starting either from 3,5‐di‐O‐benzyl‐1‐O‐methyl‐α,β‐D‐ribofuranose (1b) or 2,3‐O‐isopropylidene‐D‐ribose (14), with >97 atom‐% D incorporation in both cases. The former is suited to the demands of multiple‐site deuteration or uniform ^13^C/multiple ^2^H double labeling of the ribofuranose moiety, whereas the latter is particularly appropriate for single‐site ^2^H labeling for mechanistic studies of enzyme reactions.