alpha Lipoic acid → HCID 131718321, compound

HRID 1198745Notes

Reaction equation

HRID 1198745 reaction equation
[CH2:1]1[CH:5]([CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])[S:4][S:3][CH2:2]1.[CH3:13][C@@H:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C1(C)C=CC=CC=1.C1C(CCCCC(O)=O)SSC1>[CH2:1]1[C@@H:5]([CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])[S:4][S:3][CH2:2]1.[CH3:13][C@@H:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 864alpha Lipoic acidHCID 6431891-Phenethylamine, (+)-

Product 1

HCID 131718321HCID 131718321, compoundYield 101.6%

Reagents, catalysts & solvents 1

HCID 131718322HCID 131718322, compoundSolvent

Procedure

A further 51.6 g (250 mmol) racemic alpha-lipoic acid were dissolved in the toluene/alpha-lipoic acid solution from B) and reacted at 40° C. with 47.3 g (390 mol) R-(+)-alpha-methylbenzylamine and worked up as described above under A). 83.2 g (254 mmol) R-alpha-lipoic acid-R-(+)-alpha-methylbenzylamine salt were obtained.

Sources & evidence

ORD record
ord-1e09c15fa4844a85ae9fac55c9367b4d
Source dataset
uspto-grants-1994_01
Patent number
US05281722

Reaction notes

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