Hydrochloric Acid → Boc-leu-chloromethylketone
Reaction equation
[NH:1]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[C@H:2]([C:7]([CH:9]=[N+]=[N-])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].[ClH:19]>CCOCC>[NH:1]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[C@H:2]([C:7]([CH2:9][Cl:19])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Boc-LeuCHN2 (4.40 g, 17.2 mmoles) was dissolved in 50 mL of ether and cooled to 0°; anhydrous 3.45N ethanolic:HCl (5.22 mL, 18.0 mmoles) was added. After about 5 minutes, the resulting solution was washed with cold water, saturated aqueous sodium chloride, and was dried over anhydrous sodium sulfate. Solvent was evaporated to yield crystalline Boc-LeuCH2Cl. Product was isolated and washed with petroleum ether to yield 0.84 g (mp 65°-66°) in a first crop and 1.94 g (mp 64°-65.5°) in a second crop isolated from cold petroleum ether.