Journal of the American Chemical Society

A convenient preparation of 5-amino-4-imidazolecarboxamide riboside. Ring opening of N1-p-toluenesulfonyl-inosine

E Shaw

Index: Shaw Journal of the American Chemical Society, 1959 , vol. 81, p. 6021,6022

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Citation Number: 32

Abstract

The nucleic acid precursor, 5-amino-4-imidazolecarboxamide riboside is now made readily available from inosine (hypoxanthine riboside) by a new degradative reaction in which a purine riboside is converted to an imidazole riboside. The Nl-tosyl derivative of inosine is easily prepared and hydrolyzes in alkali to 5-amino-4-imidazole-N-(tosyl)-carboxamide riboside (11). Hydrazinolysis removes p-toluenesulfonamide from this imide and provides ...