New synthetic routes to protected purine 2 O methylriboside 3 O phosphoramidites using a novel alkylation procedure

B, BEIJER; SPROAT, B.S.; A. IRIBARREN

NUCLEIC ACIDS RESEARCH

OXFORD UNIV PRESS

Lugar: Oxford; Año: 1989 vol. 18 p. 41 - 49

0305-1048

A highly selective alkylation procedure has been developed enabling new synthetic routes to beestablished for protected purine 2´-O-methylriboside-3´-O-phosphoramidites; building blocks for theassembly of 2´-O-methyloligoribonucleotides. The new procedure avoids the use of the highly toxic andpotentially explosive reagent diazomethane and is far superior to the use of silver oxide/methyl iodide.Moreover, the use of highly versatile key intermediates will enable the synthesis of a wide variety of base modified analogues as well as other 2´-O-alkylriboside derivatives.