3-(2-Deoxy-. beta.-D-erythropentofuranosyl)-6, 7-dihydro-6, 7-dihydroxyimidazo [1, 2-a] purin-9 (3H)-one, a major deoxyguanosine adduct formed from a novel diazo …

GF Palladino, FL Chung, SS Hecht

Index: Palladino, George F.; Chung, Fung-Lung; Hecht, Stephen S. Journal of the American Chemical Society, 1986 , vol. 108, # 19 p. 6066 - 6068

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Citation Number: 3

Abstract

[2-(Carbethoxynitrosoamino) ethoxy] ethanal (7) was synthesized as a stable precursor to 6. Bromoacetaldehyde diethyl acetal was added with cooling to a mixture of ethanolamine and NaH in THF. After it was refluxed for 3-6 h, the organic extract was distilled to give (2- aminoethoxy) ethanal diethyl acetal: bp 78-85 OC (0.5 torr); 27%; NMR 6 4.61 (1, t, CHCH,), 3.6 (6, m, CH3CH, 0+ CHCH20), 2.84 (2, t, CH, NH,), 1.79 (2, br s, NH,), 1.20 (6 t, CH3CH2 ...