Dimethylformamide → (S)-2-[3-[4-(3,4-Dichlorophenoxy)-1-piperidinyl]-2-hydroxypropyl]-1H-isoindole-1,3(2H)-dione

반응식

[C:1]1(=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](=[O:10])[NH:2]1.[Cl:12][C:13]1[CH:14]=[C:15]([CH:23]=[CH:24][C:25]=1[Cl:26])[O:16]N1CCCCC1.[CH3:27][N:28]([CH:30]=O)[CH3:29]>C(O)C>[Cl:12][C:13]1[CH:14]=[C:15]([CH:23]=[CH:24][C:25]=1[Cl:26])[O:16][CH:6]1[CH2:7][CH2:29][N:28]([CH2:27][C@H:3]([OH:10])[CH2:4][N:2]2[C:3](=[O:10])[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:1]2=[O:11])[CH2:30][CH2:5]1

참가 물질

실험 절차

(R)-2-Oxiranylmethyl)-1H-isoindole-1,3-(2H)-dione (Tetrahedron Asymmetry, 1996, 7, 1641, 5 g) in a mixture of 50 ml of ethanol and 15 ml of DMF was treated with 4 (3,4-dichlorophenoxy)-piperidine (6 g). The mixture was stirred overnight at room temperature. The solution was concentrated under vacuum and the residue was azeotroped twice with toluene. The crude material was purified by chromatography (ethyl acetate) to give the subtitle compound as a yellow oil.