反応 #48445

反応方程式

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

N,N-diisopropylethylamine

diphenyl N-cyanocarbonimidate

→

title compound

収率 80.0%

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

収率 80.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他the reaction was quenched with 0.5N NaOH
2. 2
   洗浄the organic layer washed with water and brine
3. 3
   抽出The combined aqueous layers were extracted with EtOAc
4. 4
   その他The combined organics were dried
5. 5
   ろ過filtered
6. 6
   濃縮concentrated
7. 7
   その他Purification by silica gel chromatography (EtOAc/hexanes)

実験手順

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).

出典