Reacción #160767

Ecuación de reacción

(+/−)-tert-butyl 6-hydroxy-5-methyl-3-(3-nitropyridin-4-yl)cyclohex-2-enylcarbamate

Ac2O

→

(+/−)-2-(tert-butoxycarbonylamino)-6-methyl-4-(3-nitropyridin-4-yl)cyclohex-3-enyl acetate

Rendimiento 94.0%

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónUpon completion, the reaction was concentrated to dryness
2. 2
   SecadoThe organic phase was dried with brine
3. 3
   Filtraciónsodium sulfate, filtered
4. 4
   Concentraciónconcentrated

Procedimiento

To a solution of (+/−)-tert-butyl 6-hydroxy-5-methyl-3-(3-nitropyridin-4-yl)cyclohex-2-enylcarbamate (1.0 equiv.) in pyridine (0.1M) was added Ac2O (2.0 equiv.) and the reaction was stirred at room temperature overnight. Upon completion, the reaction was concentrated to dryness, then worked-up with ethyl acetate and water. The organic phase was dried with brine, then sodium sulfate, filtered, and concentrated to give (+/−)-2-(tert-butoxycarbonylamino)-6-methyl-4-(3-nitropyridin-4-yl)cyclohex-3-enyl acetate in 94% yield. LC/MS=392.2 (M+H), Rt=0.94 min.

Fuente