Lithium Hydroxide → HCID 58691191, compound
Reaction equation
[OH:1][C@@H:2]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:3]([NH:5][C@H:6]([C:11]([O:13]C)=[O:12])[CH2:7][CH:8]([CH3:10])[CH3:9])=[O:4].[Li+].[OH-]>C1COCC1.Cl>[OH:1][C@@H:2]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:3]([NH:5][C@H:6]([C:11]([OH:13])=[O:12])[CH2:7][CH:8]([CH3:10])[CH3:9])=[O:4]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of methyl N-[(2S)-2-hydroxy-4-methylpentanoyl]-L-leucinate (7a) (2.13 g) dissolved in THF (21 mL) was added an aqueous 2.3 M LiOH solution (17 mL). The reaction mixture was stirred for 2 hours at room temperature, diluted with 1.2 N HCl (100 mL) and extracted with EtOAc. The organic layer was washed with brine and concentrated to give the desired product (1.75 g, 87%). 1H NMR (300 MHz, CDCl3) δ 0.92-0.96 (m, 12H), 1.50-1.71 (m, 5H), 1.82-1.90 (m, 1H), 4.17-4.22 (m, 1H), 4.50-4.57 (m, 1H), 7.26 (d, 1H).