Methanol → methyl (1R,3S)-3-aminocyclopentane-1-carboxylate hydrochloride

반응식

[NH2:1][C@H:2]1[CH2:6][CH2:5][C@@H:4]([C:7]([OH:9])=[O:8])[CH2:3]1.S(Cl)([Cl:12])=O.[CH3:14]O>>[ClH:12].[NH2:1][C@H:2]1[CH2:6][CH2:5][C@@H:4]([C:7]([O:9][CH3:14])=[O:8])[CH2:3]1

참가 물질

반응물 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 1502035Cyclopentanecarboxylic acid, 3-amino-, (1R,3S)-rel- (9CI)

생성물 1

HCID 57463822methyl (1R,3S)-3-aminocyclopentane-1-carboxylate hydrochloride

반응 조건

온도: 0 °C

실험 절차

A suspension of (1R,3S)-3-aminocyclopentanecarboxylic acid (500 mg, 3.8 mmol) in methanol (10 mL) was stirred at 0° C. and thionyl chloride (1.40 mL, 19.3 mmol) was added dropwise. The mixture was allowed to warm to room temperature and stirred overnight. The resulting clear solution was evaporated, azeotroped with methanol (2×5 mL), air-dried and the title compound obtained as a white powder (680 mg).