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Synthesis of a novel aldehyde: 4-O-methyl-5-formylmethyl-2′-deoxyuridine
Journal article   Peer reviewed

Synthesis of a novel aldehyde: 4-O-methyl-5-formylmethyl-2′-deoxyuridine

Chung-Shan Yu and Franz Oberdorfer
Nucleosides, Nucleotides and Nucleic Acids, Vol.22(1), pp.71-84
2003

Abstract

Aldehyde Deoxyuridine Dithioacetals Gem-difluoro Reductive tritualation
The synthesis of the blocked nucleoside 3′,5′-di-O-p-toluoyl-4-O-methyl-5-formyl-methyl-2′- deoxyuridine (19) was accomplishied in eleven steps from gamma-butyrolactone. This aldehyde, which should facilitate the synthesis of nucleosides containing 18 F, was converted to the corresponding blocked dithianyl nucleoside (21), and also to 5-(2,2-difluoroethyl)-substituted derivatives of 2′-deoxyuridine and 2′-deoxycytidine.

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