反应 #48445

反应方程式

(3R,6S)-3-amino-6-(2,3-difluorophenyl)-1-ethylazepan-2-one

N,N-diisopropylethylamine

diphenyl N-cyanocarbonimidate

→

title compound

收率 80.0%

Phenyl N′-cyano-N-[(3R,6S)-6-(2,3-difluorophenyl)-1-ethyl-2-oxoazepan-3-yl]imidocarbamate

收率 80.0%

溶剂

dichloromethane

反应条件

后处理

1. 1
   其他the reaction was quenched with 0.5N NaOH
2. 2
   洗涤the organic layer washed with water and brine
3. 3
   萃取The combined aqueous layers were extracted with EtOAc
4. 4
   其他The combined organics were dried
5. 5
   过滤filtered
6. 6
   浓缩concentrated
7. 7
   其他Purification by silica gel chromatography (EtOAc/hexanes)

实验过程

A solution of (3R,6S)-3-amino-6-(2,3-difluorophenyl)-1-ethylazepan-2-one (135 mg, 0.503 mmol) in dichloromethane was treated N,N-diisopropylethylamine (65 mg, 0.503 mmol) and diphenyl N-cyanocarbonimidate (204 mg, 0.855 mmol). After 5 h, the reaction was quenched with 0.5N NaOH and the organic layer washed with water and brine. The combined aqueous layers were extracted with EtOAc. The combined organics were dried, filtered and concentrated. Purification by silica gel chromatography (EtOAc/hexanes) gave the title compound (166 mg). MS 413.3 (M+1).

来源