Chloroform → HCID 131727033, compound
Reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:13][CH:12]2[CH:8]([CH:9]([CH3:18])[C:10]3[C:16]([CH3:17])=[CH:15][S:14][C:11]=32)[CH2:7]1)=[O:5])[CH3:2].C(Cl)(Cl)[Cl:20]>C(Cl)Cl>[CH2:1]([O:3][C:4]([N:6]1[CH2:13][CH:12]2[CH:8]([CH:9]([CH3:18])[C:10]3[C:16]([CH3:17])=[C:15]([Cl:20])[S:14][C:11]=32)[CH2:7]1)=[O:5])[CH3:2]Participants
4
Procedure
The product from step j) (316 mg, 1.19 mmol) was dissolved in CHCl3 (6 ml) and a solution of SO2Cl2 (95.6 μl, 1.19 mmol) in CHCl3 (1.6 ml) was added dropwise over 10 minutes. and the contents were stirred for 1 hour. Next, the mixture was diluted with CH2Cl2 (50 ml), washed with H2O (2×50 ml), sat. NaHCO3 (50 ml) and dried (MgSO4). The solvent was evaporated in vacuo and the crude product was purified by silica-gel chromatography (hexanes:EtOAc-1:3) to give the subtitle compound. MS calculated for C14H18ClNO2S+H 300, observed 300.