反応 #69129

反応方程式

Cis-(R)-tert-butyl 1-(4-hydroxycyclohexyl)ethylcarbamate

Triethylamine

methanesulfonylchloride

→

compound

収率 93.0%

Cis-(R)-4-(1-(tert-butoxycarbonylamino)ethyl)cyclohexyl methanesulfonate

収率 93.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   workup.ADDITIONwere added dropwise
2. 2
   洗浄The crude mixture was washed with 1M HCl, water
3. 3
   乾燥The organic extracts were dried over magnesium sulfate
4. 4
   ろ過filtered
5. 5
   濃縮concentrated in vacuo

実験手順

Cis-(R)-tert-butyl 1-(4-hydroxycyclohexyl)ethylcarbamate (575 mg, 2.363 mmol) was dissolved in dichloromethane (10 mL) and cooled to 0° C. under nitrogen. Triethylamine (478.2 mg, 658.7 μL, 4.726 mmol) followed by methanesulfonylchloride (284.2 mg, 192.0 μL, 2.481 mmol) were added dropwise. The reaction mixture was stirred at room temperature for 30 minutes. The crude mixture was washed with 1M HCl, water and a saturated aqueous solution of sodium bicarbonate. The organic extracts were dried over magnesium sulfate, filtered and concentrated in vacuo to give the compound as a white solid (706 mg, 93% yield).

出典