The Journal of organic chemistry

Selective Removal of the 2'-and 3'-O-Acyl Groups from 2', 3', 5'-Tri-O-acylribonucleoside Derivatives with Lithium Trifluoroethoxide1

I Nowak, CT Jones, MJ Robins

文献索引：Nowak, Ireneusz; Jones, Carl T.; Robins, Morris J. Journal of Organic Chemistry, 2006 , vol. 71, # 8 p. 3077 - 3081

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被引用次数: 10

摘要

Selective cleavage of O2'and O3'ester groups from ribonucleoside derivatives has been accomplished with Dowex 1× 2 (CF3CH2O-) in 2, 2, 2-trifluoroethanol (TFE) or lithium trifluoroethoxide/TFE. Deacylations with Li+-OCH2CF3/TFE proceed at ambient temperature (or with mild heating) to give the 5'-O-acyl derivatives in superior yields and higher purity than prior approaches for selective O2'and O3'ester deprotection.