Study on highly diastereoselective synthesis of (2'R)-2'-deoxy[2'-2H]guanosine. |
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Authors: | E Kawashima Y S Terui Y Ishido K Yokozeki |
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Institution: | School of Pharmacy, Tokyo University of Pharmacy and Life Science. |
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Abstract: | To develop an efficient method for the synthesis of a highly diasteroselective (2'R)-2'-deoxy2'-2H]guanosine (1), studies of organic chemical conversion from 2'-bromo-2'-deoxy-N2-Isobutyryl-3',5'-O-TIPDS-guanosine (2) to 1 and a biological transdeoxyribofuranosylation of (2'R > 98% de)-2'-deoxy2'-2H]uridine (4) were carried out. As the results, a highly diastereoselective synthesis of 1 was achieved by a biological transdeoxyribofuranosylation between 2,6-diaminopurine and 4 by the use of Enterobacter aerogenes AJ-11125, followed by treatment with adenosine deaminase. The results will be described in detail. |
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