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Synthesis of 4′,4′-C-diaminomethyl nucleoside derivative as a building block for constructing libraries via amide bond formation
Journal article   Peer reviewed

Synthesis of 4′,4′-C-diaminomethyl nucleoside derivative as a building block for constructing libraries via amide bond formation

Chung-Shan Yu, Ren-Tsong Wang, Li-Wu Chiang and Ming-Hsun Lee
Tetrahedron Letters, Vol.48(17), pp.2979-2982
23/04/2007

Abstract

Diamine Ditriflate HSV TK Library Nucleoside
Preparation of the 4′,4′-C-diaminomethyl uridine analog starting from the commercial uridine via 4′,4′-C-dihydroxymethyl uridine, 4′,4′-C-bis-trifluoromethanesulfonyloxymethyl uridine, and 4′,4′-C-diazidomethyl uridine in total eight steps was achieved in 8% yield. Steric hindrance between 3′-O-TBDMS and 5′-O-triflate prevented the undesired ring closure which made the synthesis of target compound feasible. © 2007.

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