Tetrahydrofuran → 1-((R)-1-((S)-4-(4-chlorophenyl)-4-hydroxy-3,3-dimethylpiperidin-1-yl)-3-methyl-1-oxobutan-2-yl)-3-methylurea

反応式

[CH3:1][N:2]=[C:3]=[O:4].Cl.[NH2:6][C@H:7]([CH:26]([CH3:28])[CH3:27])[C:8]([N:10]1[CH2:15][CH2:14][C@@:13]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)([OH:16])[C:12]([CH3:25])([CH3:24])[CH2:11]1)=[O:9].C1COCC1>C(N(CC)CC)C>[Cl:23][C:20]1[CH:19]=[CH:18][C:17]([C@@:13]2([OH:16])[CH2:14][CH2:15][N:10]([C:8](=[O:9])[C@H:7]([NH:6][C:3]([NH:2][CH3:1])=[O:4])[CH:26]([CH3:28])[CH3:27])[CH2:11][C:12]2([CH3:24])[CH3:25])=[CH:22][CH:21]=1

参加物

実験手順

A reaction tube was charged with methyl isocyanate (3 μL), (R)-2-amino-1-((S)-4-(4-chlorophenyl)-4-hydroxy-3,3-dimethylpiperidin-1-yl)-3-methylbutan-1-one hydrochloride (20 mg) and THF (2 mL). Triethylamine (7.4 μL) was added and the reaction mixture was shaken overnight at rt. After this time, the resulting solution concentrated and purified by preparative silica gel chromatography (100% EtOAc to 20% MeOH/CH2Cl2) to provide Example 510. MS found: (M+H)+=396.3.