Reacción #160761

Ecuación de reacción

tert-butyl 6-hydroxy-3-(3-nitropyridin-4-yl)cyclohex-2-enylcarbamate

triethyl amine

methanesulfonyl chloride

→

2-(tert-butoxycarbonylamino)-4-(3-nitropyridin-4-yl)cyclohex-3-enyl methanesulfonate

Rendimiento 85.0%

Disolventes

CH2Cl2

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed
2. 2
   SecadoThe organic was dried with MgSO4
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated

Procedimiento

To a solution of tert-butyl 6-hydroxy-3-(3-nitropyridin-4-yl)cyclohex-2-enylcarbamate (1.0 equiv.) and triethyl amine (1.5 equiv.) in CH2Cl2 (0.2 M) was added methanesulfonyl chloride (1.2 equiv.) at 0° C. The mixture was stirred for 2 hours at that temperature. The reaction mixture was diluted with ethyl acetate, and washed with sat NaCl. The organic was dried with MgSO4, filtered and concentrated to give 2-(tert-butoxycarbonylamino)-4-(3-nitropyridin-4-yl)cyclohex-3-enyl methanesulfonate (85%), which was used in the next step without further purification. LC/MS (m/z): MH+=414.0, Rt=0.82

Fuente