Novel mitomycin C amidines: Synthesis and their reactions with amines

…, Y Chiang, D Benigni, TW Doyle

Index: Vyas, D. M.; Chiang, Y.; Benigni, D.; Doyle, T. W. Journal of Organic Chemistry, 1987 , vol. 52, # 25 p. 5601 - 5605

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Citation Number: 12

Abstract

Reactions of formamide acetals (eg, DMFDMA, 10, 12) with mitomycin C (1) has afforded novel amidine derivatives (eg, 7-9, 11, 13). Investigation of reactions of amines with bisamidine 8 in both polar and nonpolar solvents (eg, MeOH vs CHC13) has led to the discovery that 8, in ita reactions with primary amines in methanol, behaves as a mitomycin A (2) equivalent to afford 7-N-substituted mitosanes (eg, 16-19). In contrast, bisamidine 8 ...