The Journal of Organic Chemistry

A new and efficient synthesis of guanosine

MP Groziak, LB Townsend

Index: Groziak, Michael P.; Townsend, Leroy B. Journal of Organic Chemistry, 1986 , vol. 51, # 8 p. 1277 - 1282

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Citation Number: 19

Abstract

New methodology for the preparation of guanosine-type nucleoside analogues from 0- amino carbamyl nucleoside precursors has been developed and is demonstrated by the three-step, high-yield synthesis of guanosine (16) from 5-amino-l-(~-~-ribofuranosyl) imidazole-4-carboxamide (1, AICA-riboside). Treatment of 1-(alkoxycarbony1)-3- (arylmethy1) thioureas 8 with phosgene in the presence of triethylamine affords the highly ...