反应 #1483153

反应方程式

hydrochloric acid

(R)-diethyl 2-benzyloxycarbonylamino-2-carbamoylsuccinate

sodium ethoxide

→

title compound

收率 85.2%

(R)-2-benzyloxycarbonylamino-2-ethoxycarbonylsuccinimide

收率 85.2%

溶剂

ethanol

反应条件

后处理

1. 1
   workup.STIRRINGthe mixture was stirred at the same temperature for 2 hours
2. 2
   萃取the mixture was extracted with ethyl acetate
3. 3
   洗涤The extract was washed with saturated brine
4. 4
   干燥dried over anhydrous magnesium sulfate
5. 5
   其他The solvent was evaporated under reduced pressure
6. 6
   其他the residue was recrystallized from ethyl acetate/n-hexane

实验过程

A solution of (R)-diethyl 2-benzyloxycarbonylamino-2-carbamoylsuccinate (200 mg) in dehydrated ethanol (10 mL) was added with sodium ethoxide (41 mg) with ice cooling and stirring, the mixture was stirred at the same temperature for 2 hours, then cold 1 mol/L hydrochloric acid was poured into the mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was recrystallized from ethyl acetate/n-hexane to obtain the title compound (149 mg, yield: 85%) as colorless crystals. Optical rotation [α]D28 was −31.8° (c 0.59, ethanol), and optical purity was 99.2% ee.

来源