A convenient synthesis of 2′??deoxy??6??thioguanosine, ara??guanine, ara??6??thioguanine and certain related purine nucleosides by the stereospecific sodium salt …

NB Hanna, K Ramasamy, RK Robins…

Index: Hanna; Ramasamy; Robins; Revankar Journal of Heterocyclic Chemistry, 1988 , vol. 25, # 6 p. 1899 - 1903

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Citation Number: 27

Abstract

Abstract A simple and high-yield synthesis of biologically significant 2′-deoxy-6- thioguanosine (11), ara-6-thioguanine (16) and araG (17) has been accomplished employing the Stereospecific sodium salt glycosylation method. Glycosylation of the sodium salt of 6-chloro-and 2-amino-6-chloropurine (1 and 2, respectively) with 1-chloro-2-deoxy-3, 5-di-O-(p-toluoyl)-α-D-erythro-pentofuranose (3) gave the corresponding N-9 substituted ...