Methanesulfonyl chloride → methyl (2S,4S)-1-BOC-4-[(4,4-dimethylcyclohexyl)(methylsulfonyl)amino]pyrrolidine-2-carboxylate
反応式
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@H:8]([NH:10][CH:11]2[CH2:16][CH2:15][C:14]([CH3:18])([CH3:17])[CH2:13][CH2:12]2)[CH2:7][N:6]1[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[O:4].[CH3:26][S:27](Cl)(=[O:29])=[O:28]>C(Cl)Cl>[C:19]([N:6]1[CH2:7][C@@H:8]([N:10]([CH:11]2[CH2:16][CH2:15][C:14]([CH3:18])([CH3:17])[CH2:13][CH2:12]2)[S:27]([CH3:26])(=[O:29])=[O:28])[CH2:9][C@H:5]1[C:3]([O:2][CH3:1])=[O:4])([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]参加物
4
実験手順
To a solution of methyl (2S,4S)-1-BOC-4-[(4,4-dimethylcyclohexyl)amino]pyrrolidine-2-carboxylate (2.37 g, 6.7 mmol) prepared in Step A of Example A1 in DCM (10 ml) was added TEA (1.36 g, 13.4 mmol), slowly added dropwise methanesulfonylchloride (104 mg, 0.91 mmol) at 0° C., and stirred at rt for 30 min. After the reaction finished, the solvent was concentrated in vacuo, the residue was extracted with water and EtOAc. The organic layer was dried over MgSO4, concentrated in vacuo, and purified by column chromatography (eluent: EtOAc/Hex ═1/1) to give the title compound (2.08 g, 72%).