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Zeitschrift für Naturforschung B

A Journal of Chemical Sciences

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Volume 73, Issue 8

Issues

Thiosugars, 17. Preparation and structure of a novel deoxythionucleoside

Jürgen Voss
  • Corresponding author
  • Department of Chemistry, Organic Chemistry, University of Hamburg, Martin-Luther-King-Platz 6, D-20146 Hamburg, Germany
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/ Dirk Otzen / Gunadi Adiwidjaja
Published Online: 2018-06-27 | DOI: https://doi.org/10.1515/znb-2018-0037

Abstract

1-(3′,5′-Anhydro-2′-deoxy-3′-thio-D-lyxo-furanosyl)thymine is prepared from the corresponding methyl pentofuranoside by using the silyl Hilbert–Johnson reaction. The α- and β-anomers are separated by column chromatography and their configuration is elucidated by NMR spectroscopy and, in case of the α-anomer, by an X-ray structure determination.

Keywords: NMR spectroscopy; nucleoside analog; thiofuranoside; X-ray structure

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About the article

Received: 2018-02-15

Accepted: 2018-04-22

Published Online: 2018-06-27

Published in Print: 2018-08-28


Citation Information: Zeitschrift für Naturforschung B, Volume 73, Issue 8, Pages 553–556, ISSN (Online) 1865-7117, ISSN (Print) 0932-0776, DOI: https://doi.org/10.1515/znb-2018-0037.

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