4-Toluenesulfonyl chloride → HCID 59526126, Verbindung

Reaktionsgleichung

[OH:1][CH2:2][CH2:3][NH:4][CH2:5][C@H:6]([OH:8])[CH3:7].CCN([CH2:14][CH3:15])CC.[S:16](Cl)([C:19]1[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=1)(=[O:18])=[O:17]>C(Cl)Cl>[OH:8][C@H:6]([CH3:7])[CH2:5][N:4]([S:16]([C:19]1[CH:25]=[CH:24][C:14]([CH3:15])=[CH:21][CH:20]=1)(=[O:18])=[O:17])[CH2:3][CH2:2][O:1][S:16]([C:19]1[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=1)(=[O:18])=[O:17]

Komponenten

Versuchsvorschrift

To a solution of (2R)-1-[(2-hydroxyethyl)amino]propan-2-ol (130.0 g, 1.09 mol) in CH2Cl2 (2 L) and Et3N (304 mL, 2.18 mol) was added TsCl (305 g, 1.60 mol) portion-wise at 0° C. The mixture was maintained at room temperature overnight, then washed with water (800 mL) and brine (500 mL), dried over Na2SO4, filtered and concentrated in vacuo. The resulting residue was purified by silica gel chromatography, eluting with ethyl acetate/petroleum ether to give the title compound as a white solid.