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Nucleic acid related compounds. 57. Synthesis, x-ray crystal structure, lipophilic partition properties, and antiretroviral activities of anomeric 3'-azido-2', 3'-dideoxy-2, 6- …

…, P Herdewijn, J Balzarini, E De Clercq

文献索引:Robins; Wood; Dalley; Herdewijn; Balzarini; De Clercq Journal of Medicinal Chemistry, 1989 , vol. 32, # 8 p. 1763 - 1768

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被引用次数: 25

摘要

(AZT, 1) as donor followed by deprotection gave 2, 6-diamino-9-(3-azido-2, 3-dideoxy-a-and- 0-D-erythro-pento-furanosy1) purines (3 and 4) in low yields. Selective 2'-O-tosylation of 2, 6- diamino-9-(/3-~-ribofuranosyl) purine (2, 6-diaminopurine riboside, DAPR, 5) followed by our lithium triethylborohydride promoted 1, 2-hydride rearrangement gave 2, 6-diamino-9-(2- deoxy-~-~-threo-pentofuranosyl) purine (7). Tritylation of 7 followed by mesylation at 03', ...