Methyl (2S)-2-amino-5-(5-{[(2-fluorophenyl)methyl]oxy}-2-pyridinyl)-4-pentynoate → Methyl (2S)-5-(5-{[(2-fluorophenyl)methyl]oxy}-2-pyridinyl)-3,4-dihydro-2H-pyrrole-2-carboxylate
반응식
[NH2:1][C@@H:2]([CH2:7][C:8]#[C:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[F:24])=[CH:12][N:11]=1)[C:3]([O:5][CH3:6])=[O:4]>C(#N)C.[O-]S(C(F)(F)F)(=O)=O.[Ag+]>[F:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[CH2:17][O:16][C:13]1[CH:14]=[CH:15][C:10]([C:9]2[CH2:8][CH2:7][C@@H:2]([C:3]([O:5][CH3:6])=[O:4])[N:1]=2)=[N:11][CH:12]=1참가 물질
4
반응물 1
생성물 1
시약·촉매·용매 2
실험 절차
To a solution of methyl (2S)-2-amino-5-(5-{[(2-fluorophenyl)methyl]oxy}-2-pyridinyl)-4-pentynoate (D84, 300 mg, 0.91 mmol) in acetonitrile was added silver triflate (24 mg, 0.091 mmol) and the mixture was stirred for 60 hours at room temperature. The solvent was evaporated and the residue diluted with water and extracted with ethyl acetate. The organic layer was dried (Na2SO4), filtered and evaporated affording the title compound as a yellow solid (300 mg, quantitative). Rt (HPLC): 3.58 min; MS: (ES/+) m/z: 329 [MH]+ C18H17FN2O3 requires 328.