M. Aoyagi et al., NUCLEOSIDES AND NUCLEOTIDES .130. THE SYNTHESIS OF IMIDAZO[4,5-E][1,4]DIAZEPINE NUCLEOSIDES FROM N-1-SUBSTITUTED INOSINES, Nucleosides & nucleotides, 13(6-7), 1994, pp. 1535-1549
New synthetic methods for pyrimidine ring-expanded xanthosine, guanosi
ne, and inosine analogues containing imidazo[4,5-e][1,4]diazepine nucl
eus are described. Treatment of N-1-substituted inosine derivatives 5,
12, 19 with aqueous NaOH gave 5-amino-4-(N-substituted carbamoyl)imid
azole derivatives, followed by appropriate manipulations to cyclize th
ese to constitute imidazo[4,5-e][1,4]diazepine nucleosides 11, 17, 22.