Synthesis of novel L-series 2',3'-dideoxy-3'-hydroxymethylnucleosides and a convenient method for the separation of nucleoside anomers | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

1188503

Reference Type

Journal Article

Title

Synthesis of novel L-series 2',3'-dideoxy-3'-hydroxymethylnucleosides and a convenient method for the separation of nucleoside anomers

Author(s)

Gould, JHM; Mann, J

Year

1997

Publisher

Marcel Dekker Inc.

Volume

Issue

1-2

Page Numbers

193-213

Language

English

DOI

10.1080/07328319708002533

Web of Science Id

WOS:A1997WL66400018

URL

http://www.tandfonline.com/doi/abs/10.1080/07328319708002533
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Abstract

Photoinduced addition of methanol to 5(R)-(tert- butyldimethylsilyloxymethyl) -2(5H)-furan-2-one (derived from L-gulono-1,4- lactone) provided the photoadduct 5(R)-(tert-butyldimethylsiloxymethyl)- 4(S)-hydroxymethyl-tetrahydrofuran-2-one, which was converted into two L- series-2',3'-dideoxy-3'-hydroxymethyl-nucleosides. In addition, we describe a new method for the chromatographic separation of cytidine anomers using a N- 2-(4-nitrophenyl)ethyl carbamate derivative.

Keywords

article; chromatography; drug synthesis; hepatitis; nonhuman; nucleotide metabolism; protein structure; protein targeting; structure analysis