Nucleosides. 120. Syntheses of 2'-deoxy-. psi.-isocytidine and 2'-deoxy-1-methyl-. psi.-uridine from. psi.-uridine

A Matsuda, CK Chu, U Reichman…

Index: Matsuda; Chu; Reichman; et al. Journal of Organic Chemistry, 1981 , vol. 46, # 18 p. 3603 - 3609

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Citation Number: 63

Abstract

Treatment of 7 with guanidine3 afforded an a,@ mixture of 2'-deoxy-$-isocytidine. The 0 isomer 9 (R= H) was obtained in 16% yield as a pure powder from the upper part of an elongated band on a thick-layer plate coated with silica gel GFzU The triacetate 9 (R= Ac) was obtained in crystalline form. When the 3'-deoxy-1, 3-dimethyl-$-uridine (8) was treated with guanidine, only the 0 isomer of 3'-deoxy-$-isocytidine 10 (R= H) was obtained. The ...