Synthesis of 2',3'-Dideoxy-2'-trifluoromethyl-N-azanucleosides

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Title:Synthesis of 2',3'-Dideoxy-2'-trifluoromethyl-N-azanucleosides
Creators:
Qing, Feng-Ling
Yu, Jiang
Fu, Xiang-Kai
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 67, 9, pp. 1267-1276
Uncontrolled Keywords:Nucleosides, α-Trifluoromethyl-α,β-unsaturated ester, Aminosugars, Fluorinated compounds, Antivirals, Azanucleosides, Trifluoromethylation

Abstract

The trifluoromethylation of (<i>Z</i>)/(<i>E</i>)-<i>tert</i>-butyl (4<i>S</i>)-4-(2'-ethoxycarbonyl-2'-bromoprop-1'-enyl)-2,2-dimethyloxazolidine-3-carboxylate (<strong>4</strong>), which is derived from chiral serine aldehyde, yields α-trifluoromethyl-α,β-unsaturated ester <strong>1</strong>. Compound <strong>1</strong> is used as a key intermediate for the synthesis of a number of 2',3'-dideoxy-2'-trifluoromethyl-<i>N</i>-azanucleosides. <p>

Title:Synthesis of 2',3'-Dideoxy-2'-trifluoromethyl-N-azanucleosides
Creators:
Qing, Feng-Ling
Yu, Jiang
Fu, Xiang-Kai
Uncontrolled Keywords:Nucleosides, α-Trifluoromethyl-α,β-unsaturated ester, Aminosugars, Fluorinated compounds, Antivirals, Azanucleosides, Trifluoromethylation
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:67
Number:9
Page Range:pp. 1267-1276
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20021267UNSPECIFIED
ID Code:1990
Item Type:Article
Deposited On:06 Feb 2009 17:14
Last Modified:06 Feb 2009 16:14

Citation

Qing, Feng-Ling; Yu, Jiang; Fu, Xiang-Kai (2002) Synthesis of 2',3'-Dideoxy-2'-trifluoromethyl-N-azanucleosides. Collection of Czechoslovak Chemical Communications, 67 (9). pp. 1267-1276. ISSN 0010-0765

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