55073-81-9Relevant academic research and scientific papers
An efficient approach for the synthesis of 1′-O-α-methyl pyrrolo[2,3-d]pyrimidine isonucleosides
Song, Yang,Yang, Ruchun,Ding, Haixin,Sun, Qi,Xiao, Qiang,Ju, Yong
, p. 1213 - 1218 (2011/06/10)
A series of novel 1′-O-methyl isonucleosides were efficiently and stereoselectively synthesized with 1,2,3,5-tetra-O-acetyl-D-ribofuranose as the starting material. The key steps include regioselective and stereoselective deprotection of the 2,4-dichlorobenzyl group at C2, triflation, and substitution with appropriate nucleobases using cesium carbonate as the base. Removal of the residual 2,4-dichlorobenzyl groups and subsequent transformation afforded the title compounds in 30-37% overall yield. The products represent a new type of isonucleosides with 1-O-substitution. Georg Thieme Verlag Stuttgart New York.
