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Synthesis of novel N1-(2-furanidyl)-5-fluorouracil derivatives of α-hydroxy(thio)phosphonates

✍ Scribed by Guochen Chi; Xiaodong Wang; Ruyu Chen

Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
156 KB
Volume
13
Category
Article
ISSN
1042-7163

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✦ Synopsis

Abstract

Several N^1^‐(2‐furanidyl)‐5‐fluorouracil derivatives of α‐hydroxythiophosphonates were synthesized via oxidation by Moffatt's method of N^1^‐(2‐furanidyl)‐N^3^‐(hydroxyalkyl)‐5‐fluorouracil, followed by the addition of diethyl thiophosphite. The phosphonate products were obtained by the oxidation of the corresponding thiophosphonates with m‐chloroperoxybenzoic acid. The crystal structure of compound 6a was determined by X‐ray diffraction. © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:211–215, 2002; Published online in Wiley Interscience (www.interscience.wiley.com). DOI 10.1002/hc.10021

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The conjugates of cyclic glycerolphospholipids and N 1 -(2-furanidyl)-N 3 -(2-hydroxyethyl)-5fluorouracil have been synthesized by a one-pot procedure. The hexaethylphosphorus triamide activated by a catalytic amount of iodine was used as the phosphorylating and cyclizing reagent.