Potassium Hydroxide → Ribavirin

HRID 1904893Notes

Reaction equation

HRID 1904893 reaction equation
[C@@H:1]1([N:10]2C3N=C(N)[NH:16][C:14](=[O:15])[C:13]=3[N:12]=[CH:11]2)[O:9][C@H:6]([CH2:7][OH:8])[C@@H:4]([OH:5])[C@H:2]1[OH:3].[NH:21]1C=NC(C(N)=O)=N1.[OH-].[K+]>>[CH:11]1[N:10]([C@@H:1]2[O:9][C@H:6]([CH2:7][OH:8])[C@@H:4]([OH:5])[C@H:2]2[OH:3])[N:21]=[C:13]([C:14]([NH2:16])=[O:15])[N:12]=1

Participants

4

Reactant 3

HCID 14797Potassium Hydroxide2×HCID 135398635Guanosine2×HCID 178513825HCID 178513825, compound2×

Product 1

HCID 37542Ribavirin

Procedure

Bioconversion media were prepared as in Example 1, except the initial amounts of guanosine and 1,2,4-triazole-3-carboxamide were 40 millimoles. The initial pH of each flask was adjusted to pH 7.2 with potassium hydroxide. The bioconversions were initiated as in Example 1. The cells were added promptly as the temperature reached 70° C. to avoid gelling of the bioconversion mixture. Forty millimole additions of both guanosine and 1,2,4-triazole-3-carboxamide were made at 6 and 12 hours into the bioconversion. Thus after the second addition, a total of 120 millimoles of the two reactants had been added. Potassium hydroxide was added at 6 hours to adjust the pH from 6.7 to 7.2.

Workup

  1. customBioconversion media were prepared as in Example 1
  2. additionThe cells were added promptly as the temperature
  3. customreached 70° C.
  4. customwere made at 6 and 12 hours into the bioconversion
  5. additionThus after the second addition

Sources & evidence

ORD record
ord-56101955934848d8891ce3240297c312
Source dataset
uspto-grants-1989_06
Patent number
US04840899

Reaction notes

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