Reacción #48756

Ecuación de reacción

(2R,5R)-2-cyclohexylmethoxy-5-[(1S,2S)-3-(3,5-difluorophenyl)-2-((E)-3-dipropylcarbamoyl-2-methylacryloylamino)-1-hydroxypropyl]-morpholine-4-carboxylic acid tert-butyl ester

hydrogen chloride

diethyl ether

→

title compound

Rendimiento 97.3%

(2R,5R)-2-Cyclohexylmethoxy-5-[(1S,2S)-3-(3,5-difluorophenyl)-2-((E)-3-dipropylcarbamoyl-2-methylacryloylamino)-1-hydroxypropyl]-morpholine-4-carboxylic acid hydrochloride

Rendimiento 97.3%

Disolventes

trifluoroacetic acid

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónconcentrate
2. 2
   workup.DISSOLUTIONdissolve in ethyl acetate (30 mL)
3. 3
   Lavadowash with 1:1 saturated aqueous sodium chloride
4. 4
   Secadosaturated aqueous sodium bicarbonate (30 mL), dry (sodium sulfate)
5. 5
   Concentraciónconcentrate
6. 6
   workup.DISSOLUTIONDissolve the residue in ethyl acetate
7. 7
   Concentraciónconcentrate

Procedimiento

Dissolve (2R,5R)-2-cyclohexylmethoxy-5-[(1S,2S)-3-(3,5-difluorophenyl)-2-((E)-3-dipropylcarbamoyl-2-methylacryloylamino)-1-hydroxypropyl]-morpholine-4-carboxylic acid tert-butyl ester (0.051 g, 0.075 mmol) in trifluoroacetic acid (1.5 mL) and stir at room temperature for 15 minutes. Dilute with dichloromethane (15 mL), concentrate, dissolve in ethyl acetate (30 mL), wash with 1:1 saturated aqueous sodium chloride:saturated aqueous sodium bicarbonate (30 mL), dry (sodium sulfate) and concentrate. Dissolve the residue in ethyl acetate and add 1 M hydrogen chloride in diethyl ether (0.20 mL, 0.20 mmol) and concentrate to give the title compound (0.045 g, 97.3%).

Fuente