Synthesis and reactions of allenic sulfone-modified thymidine: the first allenic sulfone to alkylate deoxyadenosine

Bera, Sanjib ; Pathak, Tanmaya (2004) Synthesis and reactions of allenic sulfone-modified thymidine: the first allenic sulfone to alkylate deoxyadenosine Synlett (12). pp. 2147-2150. ISSN 0936-5214

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Official URL: https://www.thieme-connect.com/products/ejournals/...

Related URL: http://dx.doi.org/10.1055/s-2004-832807

Abstract

3'-(S)-(allenic sulfonyl)-5'-benzoyl-3'-deoxythymidine has been synthesized from 1-(5-O-trityl-3-O-mesyl-2-deoxy-β-D-threopentofuranosyl) thymine via 3'-(S)-(propargylthio)-5'-trityl-3'-deoxythymidine in six steps. 3'-(S)-(allenic sulfonyl)-3'-deoxy­thymidine reacts very efficiently with a wide array of nucleophiles. This is also the first report on the alkylation of adenine moiety by some allenic sulfone modified compounds.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers Inc.
Keywords:Reactive Nucleosides; Allenic Sulfone; Alkylating Nucleo­side
ID Code:104197
Deposited On:17 Mar 2017 09:21
Last Modified:17 Mar 2017 09:21

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