Phosphate → Ribavirin

HRID 1073051Notes

Reaction equation

HRID 1073051 reaction equation
P([O-])([O-])([O-])=O.[C@@H:6]1(N2C(C(O)=O)=CC(=O)NC2=O)[O:14][C@H:11]([CH2:12][OH:13])[C@@H:9]([OH:10])[C@H:7]1[OH:8].[NH:26]1[CH:30]=[N:29][C:28]([C:31]([NH2:33])=[O:32])=[N:27]1>>[CH:30]1[N:26]([C@@H:6]2[O:14][C@H:11]([CH2:12][OH:13])[C@@H:9]([OH:10])[C@H:7]2[OH:8])[N:27]=[C:28]([C:31]([NH2:33])=[O:32])[N:29]=1

Participants

4

Reactant 3

HCID 1061PhosphateHCID 927516-Hydroxy-2-oxo-3-pentofuranosyl-2,3-dihydropyrimidine-4-carboxylic acidHCID 178513825HCID 178513825, compound

Product 1

HCID 37542RibavirinYield 71%

Procedure

prepared by culturing in a manner similar to Example 1 was added to 5 ml of 0.3 M phosphate buffer (adjusted final pH to 7.0) containing 30 mM of orotidine and 30 mM of 1,2,4-triazole-3-carboxamide followed by reacting at 60° C. for 20 hours. As a result, 0.52 g/dl (yield, 71%) of ribavirin was produced.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-50dcc282343e487f83fd3cfb46451937
Source dataset
uspto-grants-1990_11
Patent number
US04968606

Reaction notes

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