Sodium borohydride → Ubiquinol 10

HRID 339301Notes

Reaction equation

[BH4-].[Na+].[CH3:3][C:4]1[C:10](=[O:11])[C:9]([O:12][CH3:13])=[C:8]([O:14][CH3:15])[C:6](=[O:7])[C:5]=1[CH2:16]/[CH:17]=[C:18](/[CH2:20][CH2:21]/[CH:22]=[C:23](/[CH2:25]C/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C)\C)\[CH3:24])\[CH3:19]>>[CH3:3][C:4]1[C:10]([OH:11])=[C:9]([O:12][CH3:13])[C:8]([O:14][CH3:15])=[C:6]([OH:7])[C:5]=1[CH2:16]/[CH:17]=[C:18](/[CH2:20][CH2:21][CH:22]=[C:23]([CH3:25])[CH3:24])\[CH3:19]

Participants

Reactant 2

HCID 4311764Sodium borohydride

HCID 5281915Ubidecarenone

Product 1

HCID 5280344Ubiquinol 10

Procedure

Methanolic solution of coenzyme Q10 (1 mg/ml) was reduced by NaBH4 to pH 8 when the yellow solution became colorless. About 1 mg of 3,8-(OH)2-DBP was added to the solution and the mixture was analyzed by HPLC at different time intervals (0-80 min). A control CoQ10, without 3,8-(OH)2-DBP, was prepared similarly and analyzed at different time intervals (0-80 min).

Workup

customwas analyzed by HPLC at different time intervals (0-80 min)
customanalyzed at different time intervals (0-80 min)

Sources & evidence

ORD record: ord-4696812dce2244ddb445beee2939dfdd
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08894993B2

Reaction notes

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