Ammonia → Ribavirin

反応式

C([C:3]([NH:5][NH2:6])=[NH:4])#N.CC1(C)[O:15][CH:14]2[CH:10]([CH:11]([CH2:17][OH:18])[O:12][CH:13]2O)[O:9]1.[CH2:20]([O:22]C(OCC)OCC)[CH3:21].[NH3:30]>>[C@@H:13]1([N:5]2[CH:3]=[N:4][C:21]([C:20]([NH2:30])=[O:22])=[N:6]2)[O:12][C@H:11]([CH2:17][OH:18])[C@@H:10]([OH:9])[C@H:14]1[OH:15]

参加物

反応物 4

HCID 222Ammonia

HCID 31214Ethyl orthoformate

HCID 5477772,3-o-Isopropylidene-l-ribofuranose

HCID 178511376HCID 178511376、化合物

生成物 1

HCID 37542Ribavirin

実験手順

In a preferred method of synthesis as shown in Scheme I, cyanoformimidic acid hydrazide is reacted with 2,3-O-isopropylidene-D-ribose to yield N1 -(2,3-O-isopropylidene-D-ribofuranosyl)cyanoformamidrazone which is ring closed with triethylorthoformate followed by treatment with ammonia and acid hydrolysis of the isopropylidene group to yield 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamide. ##STR1##