Hydrochloric Acid → Hydrochloric Acid

HRID 1906036Notes

Reaction equation

HRID 1906036 reaction equation
[H][H].[CH3:3][CH:4]([OH:19])[CH:5]([OH:18])[C:6]1[N:11]=[C:10]2[C:12]([N:14]=[C:15]([NH2:17])[NH:16][C:9]2=[N:8][CH:7]=1)=[O:13].[ClH:20]>[Pt]=O>[ClH:20].[CH3:3][CH:4]([OH:19])[CH:5]([OH:18])[CH:6]1[NH:11][C:10]2[C:12]([N:14]=[C:15]([NH2:17])[NH:16][C:9]=2[NH:8][CH2:7]1)=[O:13]

Participants

6

Reactant 3

HCID 313Hydrochloric Acid2×HCID 178418361HCID 178418361, compound2×HCID 178469705HCID 178469705, compound

Product 2

HCID 313Hydrochloric AcidHCID 178469706HCID 178469706, compound

Reagents, catalysts & solvents 1

HCID 82844Platinum oxide (PtO)Catalyst

Procedure

There was dispersed 100 mg of platinum oxide into 100 ml of a 1N hydrochloric acid, and then the catalyst was activated with hydrogen gas. Then, 100 ml of 1N hydrochloric acid solution containing 1 g of biopterin was added to the above dispersion. After the catalytic reduction was conducted for 5 hours under normal temperature and normal pressure in a hydrogen atmosphere, the catalyst was filtered off from the reaction mixture to give a hydrochloric acid solution of tetrahydrobiopterin having a (6R)/(6S) ratio of 60/40 as measured by HPLC. Light yellow powder was produced by repeating the cycle of concentration of the solution and addition of ethanol. The powder was filtered off from the above solution to give 1.08 g of powder. The (6R)/(6S) ratio of the powder thus obtained was 57/43 as measured by HPLC.

Workup

  1. additionwas added to the above dispersion
  2. filtrationthe catalyst was filtered off from the reaction mixture

Sources & evidence

ORD record
ord-258d4423945c442d8cf9488e53b278ea
Source dataset
uspto-grants-1987_03
Patent number
US04649197

Reaction notes

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