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Zeitschrift für Naturforschung B

A Journal of Chemical Sciences

12 Issues per year


IMPACT FACTOR 2016: 0.631

CiteScore 2017: 0.68

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Source Normalized Impact per Paper (SNIP) 2017: 0.394

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1865-7117
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Volume 54, Issue 12

Issues

Darstellung von phosphorylierten Glucosiden durch Umsetzung am Glucosegerüst sowie am Aglycon / Synthesis of Phosphorylated Glucosides through Reaction at the Glucose Framework and at the Aglycon

Carsten Melnicky
  • Institut für Anorganische und Analytische Chemie der Technischen Universität, Postfach 3329, D-38023 Braunschweig, Germany
  • Other articles by this author:
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/ Ion Neda
  • Institut für Anorganische und Analytische Chemie der Technischen Universität, Postfach 3329, D-38023 Braunschweig, Germany
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Reinhard Schmutzler
  • Institut für Anorganische und Analytische Chemie der Technischen Universität, Postfach 3329, D-38023 Braunschweig, Germany
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Published Online: 2014-06-02 | DOI: https://doi.org/10.1515/znb-1999-1212

The reaction of Me2P(:X)H [X = O: 1; X = S: 4] with paraformaldehyde furnished the α - hydroxyphosphine oxide 2 and sulfide 5 which, upon treatment with p-toluenesulfonyl chloride, were converted into the tosylated derivatives 3 and 6. The diphosphorylated glucosyl compound 8 was synthesized by reaction of two equivalents of tosylated phosphine oxide 3 with benzyl 4,6- O-benzyliden-α-D-glucopyranoside 7. The spacer phosphorylated glucosyl derivatives 10 and 11 were formed in the reaction of γ -bromopropyl-2,3,4,6-tetra-0 -benzyl-β-D-glucopyranoside 9 with triethylphosphite and triphenylphosphine.

Keywords : Glucopyranoside; Phosphorylation

About the article

Received: 1999-10-13

Published Online: 2014-06-02

Published in Print: 1999-12-01


Citation Information: Zeitschrift für Naturforschung B, Volume 54, Issue 12, Pages 1547–1552, ISSN (Online) 1865-7117, ISSN (Print) 0932-0776, DOI: https://doi.org/10.1515/znb-1999-1212.

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© 1946 – 2014: Verlag der Zeitschrift für Naturforschung.

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