Study on Disulfur-Backboned Nucleic Acid: Part 1, Efficient Synthesis of 3′,5′-Dithio-2′-Deoxyadenosine

Abstract

An efficient procedure is established to synthesize 3′,5′-dithio-2′-deoxyadenosine starting from 2′-deoxyadenosine in five steps in 33% overall yield. In this procedure, the key intermediate 9 was synthesized by twice S_N2 reactions with twice 3′-configuration inversions and then it was deprotected to title compound by removing three acyl groups in one pot.

Key words

3′,5′-dithio-2′-deoxynucleoside - 3′,5′-dithio-2′-deoxyadenosine - disulfur-backboned nucleic acid - configuration inversions - synthesis

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