[CH3:1][S:2]([O:5][C@H:6]1[CH2:10][NH:9][C@H:8]([C:11]([N:13]2[CH2:17][CH2:16][NH:15][C:14]2=[O:18])=[O:12])[CH2:7]1)(=[O:4])=[O:3].[CH2:19](N(CC)CC)C.CI>CO.O1CCCC1>[CH3:1][S:2]([O:5][C@H:6]1[CH2:10][N:9]([CH3:19])[C@H:8]([C:11]([N:13]2[CH2:17][CH2:16][NH:15][C:14]2=[O:18])=[O:12])[CH2:7]1)(=[O:4])=[O:3]To a solution of (2S,4R)-4-methanesulfonyloxy-2-(2-oxoimidazolidin-1-yl)carbonylpyrrolidine (14.9 g) in a mixture of methanol (150 ml) and tetrahydrofuran (150 ml) were added triethylamine (32.5 ml) and methyl iodide (11.4 ml) and the mixture was stirred at 40° C. for 2 hours. The reaction mixture was evaporated in vacuo. The resulting residue was chromatographed on silica gel (600 g) eluting with a mixture of chloroform and methanol (9:1 V/V). The fractions containing the desired compound were collected and evaporated in vacuo to give a residue. The residue was washed with dichloromethane (100 ml). The resulting precipitates were collected and dried in vacuo to give (2S,4R)-4-methanesulfonyloxy-1-methyl-2-(2-oxoimidazolidin-1-yl)carbonylpyrrolidine (2.30 g).
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