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Stereoselective Synthesis of Dithymidine Phosphorothioates Using Xylose Derivatives as Chiral Auxiliaries

✍ Scribed by Jin, Yi; Just, George


Book ID
126781569
Publisher
American Chemical Society
Year
1998
Tongue
English
Weight
122 KB
Volume
63
Category
Article
ISSN
0022-3263

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πŸ“œ SIMILAR VOLUMES


Study on the diastereoselective synthesi
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1,2-Di-O-isopropylidene-3-C-cyanoethyl-5-deoxy-5-isopropylamino-D-xylofuranose 16a was synthesized. The use of 16a as a chiral auxiliary led to the diastereoselective formation of dithymidine phosphorothioate. The chiral auxiliary was easily removed by treatment with concentrated ammonia. 2-Mesityl-

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The use of phosphorothioates as DNA analogues useful in antisense-based therapy is well established and led to the development of Vitravene as the first antisense drug. Several other phosphorothioate oligonucleotides (PS-Oligos) are in clinical trials. Although Stec et al. described an elegant oxa

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AbstractÐA novel phosphorus containing ring system incorporating both imidazole and indole moieties has been synthesized and investigated. A new l-tryptophan derived chiral auxiliary which incorporates those elements has been prepared and used for the stereoselective synthesis of novel indolophospho