A facile and improved synthesis of tubercidin and certain related pyrrolo [2, 3??d] pyrimidine nucleosides by the stereospecific sodium salt glycosylation procedure

K Ramasamy, N Imamura, RK Robins…

文献索引：Ramasamy; Imamura; Robins; Revankar Journal of Heterocyclic Chemistry, 1988 , vol. 25, # 6 p. 1893 - 1898

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被引用次数: 36

摘要

Abstract A simple synthesis of tubercidin (1), 7-deazaguanosine (2) and 2′-deoxy-7- deazaguanosine (14) has been accomplished using the sodium salt glycosylation procedure. Reaction of the sodium salt of 4-chloro-and 2-amino-4-chloro-pyrrolo [2, 3-d] pyrimidine, 3 and 4, respectively, with 1-chloro-2, 3-0-isopropylidene-5-0-(t-butyl) dimethylsilyl-α-D-ribofuranose (5) gave the corresponding protected nucleosides 6n and 7 ...