Methanol → N-tert-butoxycarbonyl-5-oxo-4-thiapiperidine
反応式
[N:1]1([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:6][CH2:5][S:4][CH2:3][CH2:2]1.C[OH:15]>O>[C:10]([O:9][C:7]([N:1]1[CH2:2][C:3](=[O:15])[S:4][CH2:5][CH2:6]1)=[O:8])([CH3:13])([CH3:12])[CH3:11]参加物
4
反応条件
- 温度
- 0 °C
実験手順
A mechanically-stirred mixture of tert-butyl thiomorpholine-4-carboxylate (243 g, 1.19 mol), MeOH (1.5 L), and H2O (1.5 L) was cooled to 0° C. Solid NaIO4 (280 g, 1.3 mol) was added in portions over a 2 hour period. For convenience, the suspension was stirred for 3 days at room temperature. The solids were filtered, washing with MeOH (3×500 mL). The filtrate was concentrated. Residual water was saturated with solid NaCl, and the aqueous phase was extracted with EtOAc (4×200 mL). The combined organic phases were dried (MgSO4), filtered, and concentrated to obtain the product (255 g, 97%).