Ethyl trifluoroacetate → (1S,2S,5R)-2-[(2,2,2-Trifluoro-acetylamino)-methyl]-3-aza-bicyclo[3.1.0]hexane-3-carboxylic Acid Tert-butyl Ester
反応式
[F:1][C:2]([F:9])([F:8])[C:3]([O:5]CC)=O.[C:10]([O:14][C:15]([N:17]1[CH2:22][C@H:21]2[C@H:19]([CH2:20]2)[C@H:18]1[CH2:23][NH2:24])=[O:16])([CH3:13])([CH3:12])[CH3:11]>C1COCC1>[C:10]([O:14][C:15]([N:17]1[CH2:22][C@H:21]2[C@H:19]([CH2:20]2)[C@H:18]1[CH2:23][NH:24][C:3](=[O:5])[C:2]([F:1])([F:8])[F:9])=[O:16])([CH3:13])([CH3:12])[CH3:11]参加物
4
実験手順
At 0° C. ethyl trifluoroacetate (41.9 mmol, 1.3 eq) is added to a solution of (1S,2S,5R)-2-Aminomethyl-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (32.0 mmol, 1.00 eq) in THF (80 mL). The mixture is stirred at RT for 90 min and the solvents are removed in vacuo to give the desired product which is used without further purification in the next step. LC-MS: tR=0.94 min; [M+H]+=309.1.