HCID 70239410, compound → HCID 70239495, compound
Reaction equation
[CH3:1][C@H:2]([N:9]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:10]1[C:11]([O:13][CH3:14])=[O:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C(OC)(C)(C)C>[CH3:1][C@H:2]([N:9]1[CH2:18][CH2:17][CH2:16][CH2:15][C@H:10]1[C:11]([O:13][CH3:14])=[O:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
Methyl N-[(S)-α-methylbenzyl]-(RS)-pipecolate (159 mg) was dissolved in methyl tert-butyl ether (2 ml) at room temperature. To this solution was added a mixture of (2S)-L-(−)-malic acid (120 mg) and methyl tert-butyl ether (2 ml) at room temperature and stirred. The resultant solution was allowed to stand at −20° C. for one day to form crystals. The crystals were separated by filtration and dried to yield a (2S)-L-(−)-malic acid salt of methyl N-[(S)-α-methylbenzyl]-(S)-pipecolate (70.8 mg) in an optical purity of 41% de and a yield of 29%.