Methanol → (R)-2-Amino-2-methyl-butyric acid methyl ester hydrochloride

반응식

S(Cl)([Cl:3])=O.[NH2:5][C@:6]([CH3:12])([CH2:10][CH3:11])[C:7]([OH:9])=[O:8].[CH3:13]O>>[ClH:3].[CH3:13][O:8][C:7](=[O:9])[C@@:6]([NH2:5])([CH3:12])[CH2:10][CH3:11]

참가 물질

반응물 3

HCID 887Methanol2회

HCID 24386Thionyl Chloride

HCID 2724877D-Isovaline

생성물 1

HCID 13018906(R)-2-Amino-2-methyl-butyric acid methyl ester hydrochloride

실험 절차

Thionyl chloride (0.50 mL) was added dropwise to dry MeOH (2 mL) at −10° C. After stirring at −10° C. for 1 h, a 0° C. solution of (R)-2-amino-2-methyl-butyric acid (0.068 g) in MeOH (1 mL) was added, and the mixture was allowed to warm to room temperature, and was stirred for an additional 24 h. The reaction mixture was concentrated in vacuo, repeatedly diluted with toluene (50 mL) and reconcentrated in vacuo to give 0.076 g (quant. yield) of (R)-2-amino-2-methyl-butyric acid methyl ester hydrochloride as a light yellow solid.