N (3)??Protection of Thymidine with Boc for an Easy Synthetic Access to Sugar??Alkylated Nucleoside Analogs

…, L De Napoli, D Montesarchio

Index: Simeone, Luca; De Napoli, Lorenzo; Montesarchio, Daniela Chemistry and Biodiversity, 2012 , vol. 9, # 3 p. 589 - 597

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Citation Number: 4

Abstract

Abstract The use of Boc as a nucleobase-protecting group in the synthesis of sugar-modified thymidine analogs is reported. Boc was easily inserted at N (3) by a simple and high- yielding reaction and found to be stable to standard treatments for the removal of Ac and t BuMe 2 Si (TBDMS) groups, as well as to ZnBr 2-mediated 4, 4′-dimethoxytrityl (DMTr) deprotection. Boc Protection proved to be completely resistant to the strong basic ...