HRID1404405

反应详情

EQUATION

反应方程式

HRID 1404405 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

To a cooled (ethylene glycol+dry ice) solution of 2-(trans-4-(1-(tert-butoxycarbonylamino)-3-oxopropyl)cyclohexyl)ethyl acetate (1.88 g, 5.5 mmol) in ethanol (90 mL) was added NaBH4 (0.212 g, 5.5 mmol). The mixture was stirred at −10˜15° C. for 10 min and 0° C. for 10 min, and then quenched by addition of saturated aqueous NH4Cl solution (30 mL) and brine (30 mL). After removal of the volatile by evaporation, the aqueous residue was extracted with EtOAc, dried over Na2SO4. Purification by flash column chromatography (eluent: 30% EtOAc in hexanes to 40%) gave the alcohol product (1.0 g, 53%). LC/MC: 366.1 (MNa)+.

WORKUP

后处理

  1. customquenched by addition of saturated aqueous NH4Cl solution (30 mL) and brine (30 mL)
  2. customAfter removal of the
  3. customvolatile by evaporation
  4. extractionthe aqueous residue was extracted with EtOAc
  5. dry with materialdried over Na2SO4
  6. customPurification by flash column chromatography (eluent: 30% EtOAc in hexanes to 40%)