Reacción #41543

Ecuación de reacción

diisopropylethylamine

diphenylphosphoryl azide

3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxybenzoic acid

toluene

sodium bicarbonate

→

t-butyl (3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxy-phenyl)-carbamate

Disolventes

2-methyl-2-propanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe reaction liquid
2. 2
   Temperaturawas heated overnight
3. 3
   Temperaturaunder reflux
4. 4
   TemperaturaAfter cooled
5. 5
   Extracciónthis was extracted with ethyl acetate
6. 6
   Secadodried with anhydrous magnesium sulfate
7. 7
   OtroThe solvent was evaporated away under reduced pressure
8. 8
   Otrothe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/0 to 1/1 to 0/1)
9. 9
   Otroto obtain the entitled compound as a colorless amorphous substance

Procedimiento

3.0 ml of diisopropylethylamine and 3.8 ml of diphenylphosphoryl azide were added in order to a solution of 5 g of 3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxybenzoic acid in a mixture of 15 ml of toluene and 15 ml of 2-methyl-2-propanol, and the reaction liquid was heated overnight under reflux. After cooled, saturated saline and aqueous saturated sodium bicarbonate were added to the reaction liquid, and this was extracted with ethyl acetate, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/0 to 1/1 to 0/1) to obtain the entitled compound as a colorless amorphous substance.

Fuente