반응 #69129

반응 방정식

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

Triethylamine

methanesulfonylchloride

→

compound

수율 93.0%

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

수율 93.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   workup.ADDITIONwere added dropwise
2. 2
   세척The crude mixture was washed with 1M HCl, water
3. 3
   건조The organic extracts were dried over magnesium sulfate
4. 4
   여과filtered
5. 5
   농축concentrated in vacuo

실험 절차

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).

출처