DL-Carnitine → (-)-Carnitine

HRID 64789

Reaction equation

HRID 64789 reaction equation
[CH3:1][N+:2]([CH2:5][CH:6]([OH:11])[CH2:7][C:8]([O-:10])=[O:9])([CH3:4])[CH3:3].C([C@@](C(O)=O)(O)[C@@](C(=O)C1C=CC=CC=1)(O)C(O)=O)(=O)C1C=CC=CC=1>>[OH:11][C@@H:6]([CH2:7][C:8](=[O:9])[O-:10])[CH2:5][N+:2]([CH3:4])([CH3:1])[CH3:3].[OH:11][C@H:6]([CH2:7][C:8](=[O:9])[O-:10])[CH2:5][N+:2]([CH3:4])([CH3:1])[CH3:3]

Participants

4

Reactant 2

HCID 288DL-CarnitineHCID 12362976dibenzoyl-L(+)tartaric acid

Product 2

HCID 10917(-)-CarnitineHCID 2724480D-Carnitine

Procedure

According to a preferred embodiment of the present invention, in the first step, to DL-carnitine is added dibenzoyl-L(+)tartaric acid and a lower alcohol, the mixture is dissolved under heat to form dibenzoyl-L(+)tartarates of D-carnitine and L-carnitine, and subsequently the tartarates are cooled to fractionally crystallize dibenzoyl-L(+)tartarate of L-carnitine.

Workup

  1. temperatureunder heat

Sources & evidence

ORD record
ord-ed9fbd3112d74974ab4102dc6525a18f
Source dataset
uspto-grants-1986_09
Patent number
US04610828

Linked notes

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