4-Chlorophenyl Isocyanate → methyl 2-(R)-{[4-(4-chlorophenylamino-carbonyl)piperazine-1-sulfonyl]amino}propionate
反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[O:10])=[CH:4][CH:3]=1.[N:11]1([S:17]([NH:20][C@H:21]([CH3:26])[C:22]([O:24][CH3:25])=[O:23])(=[O:19])=[O:18])[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1>C(OCC)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([N:14]2[CH2:15][CH2:16][N:11]([S:17]([NH:20][C@H:21]([CH3:26])[C:22]([O:24][CH3:25])=[O:23])(=[O:19])=[O:18])[CH2:12][CH2:13]2)=[O:10])=[CH:4][CH:3]=1参加物
4
実験手順
To a solution of 4-chlorophenylisocyanate (0.33 g, 2.14 mmol) in diethyl ether (30 ml) was added methyl 2-(R)-[(piperazine-1-sulfonyl)amino]propionate (0.42 g, 1.8 mmol) [prepared as described in Step 1 above]. The reaction was stirred at RT for 2 h and filtered. The solid was washed with additional ether and the solid was collected to give methyl 2-(R)-{[4-(4-chlorophenylamino-carbonyl)piperazine-1-sulfonyl]amino}propionate (55%). This material was converted to N-hydroxy-2-(R)-{[4-(4-chlorophenylaminocarbonyl)piperazine-1-sulfonyl]amino}propionamide by following Example 13.