Dextofisopam → Tofisopam

HRID 1421857Notes

Reaction equation

HRID 1421857 reaction equation
[CH3:1][CH2:2][C@H:3]1[C:13]([CH3:14])=[N:12][N:11]=[C:10]([C:15]2[CH:16]=[CH:17][C:18]([O:23][CH3:24])=[C:19]([O:21][CH3:22])[CH:20]=2)[C:9]2[CH:8]=[C:7]([O:25][CH3:26])[C:6]([O:27][CH3:28])=[CH:5][C:4]1=2>CCCCCC.CC(O)C>[CH3:1][CH2:2][CH:3]1[C:13]([CH3:14])=[N:12][N:11]=[C:10]([C:15]2[CH:16]=[CH:17][C:18]([O:23][CH3:24])=[C:19]([O:21][CH3:22])[CH:20]=2)[C:9]2[CH:8]=[C:7]([O:25][CH3:26])[C:6]([O:27][CH3:28])=[CH:5][C:4]1=2

Participants

3

Reactant 1

HCID 204105Dextofisopam

Product 1

HCID 5502Tofisopam

Reagents, catalysts & solvents 1

HCID 21585144Isopropanol hexaneSolvent

Procedure

Analytical evaluations of the starting material, and final preparations of R- and S-tofisopam were performed by using Chiral Tech OD GH060 columns (Daicel) (Hexane/IPA 90/10, 25° C., detection at 310 nm). See FIG. 3a and 3b. The final preparation of R-tofisopam was 98%+ pure by analytical chromatography. The final preparation of S-tofisopam was 95%+ pure by analytical chromotography.

Sources & evidence

ORD record
ord-ebd5a932e3bd497f818caf419559b7cd
Source dataset
uspto-grants-2000_06
Patent number
US06080736

Reaction notes

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