1-Aminocyclohexanecarboxylic acid → 1-[(2-Oxo-2H-pyran-5-carbonyl)amino]cyclohexane-1-carboxylic acid

反応式

[NH2:1][C:2]1([C:8]([OH:10])=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[CH2:11](N(CC)CC)C.[C:18]([O:21][CH2:22][CH3:23])(=[O:20])[CH3:19].CN(C)[CH:26]=[O:27]>>[O:20]=[C:18]1[CH:19]=[CH:11][C:23]([C:26]([NH:1][C:2]2([C:8]([OH:10])=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]2)=[O:27])=[CH:22][O:21]1

参加物

反応物 4

HCID 13661-Aminocyclohexanecarboxylic acid

HCID 6228Dimethylformamide

HCID 8471Triethylamine

HCID 8857Ethyl Acetate

生成物 1

HCID 246974151-[(2-Oxo-2H-pyran-5-carbonyl)amino]cyclohexane-1-carboxylic acid収率 60%

実験手順

2.37 g (10 mmol) of 5-coumalincarboxylic acid N-hydroxysuccinimide ester and a solution of 1.43 g (10 mmol) of 1-aminocyclohexanecarboxylic acid and 3.04 g (30 mmol) of triethylamine in 20 ml of dimethylformamide were stirred overnight. Ethyl acetate was added to the reaction solution, and the mixture was washed with a 10% aqueous potassium hydrogensulfate solution and then saturated brine. After it was dried with anhydrous sodium sulfate, the solvent was distilled off under reduced pressure to obtain 1.42 g (60%) of the title compound.