Reacción #533114

Ecuación de reacción

[(4R,6S)-6-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid

1,1′-carbonyldiimidazole

Dimethylhydroxyamine hydrochloride

sodium bicarbonate

→

2-[(4R,6S)-6-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide

Rendimiento 87.0%

Disolventes

Ethyl acetate

Water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroprepared in Preparation 8
2. 2
   TemperaturaThe reaction mixture was cooled to 0˜5° C.
3. 3
   TemperaturaThe temperature of the reaction mixture was raised to 20˜30° C
4. 4
   workup.STIRRINGwas then stirred for over 3 hours
5. 5
   Temperaturawhile maintaining the temperature of 20˜25° C
6. 6
   workup.STIRRINGunder stirring
7. 7
   ConcentraciónThe separated organic layer was concentrated under reduced pressure

Procedimiento

Ethyl acetate (50.0 mL) was added to [(4R,6S)-6-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid (10.0 g) prepared in Preparation 8. The reaction mixture was cooled to 0˜5° C. and then 1,1′-carbonyldiimidazole (7.6 g) was slowly added thereto. The temperature of the reaction mixture was raised to 20˜30° C. The reaction mixture was stirred for 3 hours. Dimethylhydroxyamine hydrochloride (5.6 g) and sodium bicarbonate (3.2 g) were added to the reaction mixture, which was then stirred for over 3 hours while maintaining the temperature of 20˜25° C. Water (40.0 mL) was added to the reaction mixture under stirring. The separated organic layer was concentrated under reduced pressure to obtain 2-[(4R,6S)-6-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide (10.0 g, yield 87%).

Fuente