Synthesis of 2'-O-substituted ribonucleosides
1Ribozyme Pharmaceuticals Inc., Boulder, Colorado 80301, USA. serebru@rpi.com
Nucleosides, Nucleotides & Nucleic Acids
|October 21, 2003
Abstract:
An efficient synthesis of 2'-O-substituted ribonucleosides, including 2'-O-TBDMS and 2'-O-TOM protected as well as 2'-O-Me and 2'-O-allyl derivatives is presented. Di-t-butylsilylene group was employed for simultaneous protection of 3'- and 5'- hydroxyl functions of nucleoside on the first step. Subsequent silylation or alkylation of free 2'-OH followed by introduction of suitable protection on the base moiety and removal of cyclic silyl protection gave target compounds in a high yield.
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