Synthesis of Homo-C-D4T and Homo-C-Thymidine |
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Authors: | Bogdan Doboszewski |
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Institution: | 1. Department of Antibiotics , Federal University of Pernambuco , 50739, Recife, PE, Brazil;2. Department of Chemistry and Biochemistry , Brigham Young University , Provo, UT, 84602-5700, USA |
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Abstract: | Abstract ß-C-Vinyl glycoside of D-arabinofuranose was converted to the β-C-hydroxymethyl glycoside 12 which was condensed with N-3-benzoyl thymine under Mitsunobu conditions to furnish homo-C-analog 14 of the 2′,3′-dideoxy-2′,3′-didehydrothymidine (D4T). Synthesis of the homo-C-thymidine 18 was accomplished by the same procedure from compound 15. |
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