Acetyl chloride → (1S,3S)-methyl 3-aminocyclopentanecarboxylate hydrochloride
Reaction equation
C([Cl:4])(=O)C.[CH3:5][O:6][C:7]([C@H:9]1[CH2:13][CH2:12][C@H:11]([NH:14]C(OC(C)(C)C)=O)[CH2:10]1)=[O:8]>CO>[ClH:4].[CH3:5][O:6][C:7]([C@H:9]1[CH2:13][CH2:12][C@H:11]([NH2:14])[CH2:10]1)=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Acetyl chloride (3.5 mL, 49.3 mmol) was added dropwise at 0° C. to 100 mL of MeOH. The resulting mixture was stirred at 0° C. for 5 minutes before adding (1S,3S)-3-tert-butoxycarbonylamino-cyclopentanecarboxylic acid methyl ester (1.192 g, 5.2 mmol). The reaction mixture was allowed to warm up to RT and stirred for 48 h before being evaporated to give crude (1S,3S)-3-amino-cyclopentanecarboxylic acid methyl ester hydrochloride which was used as is in the following step.