Reacción #41710

Ecuación de reacción

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

O,N-dimethylhydroxylamine hydrochloride

(2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

→

benzyl (2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-2-(methoxy-methyl-carbamoyl)-pyrrolidine-1-carboxylate

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroobtained in (step 1)
2. 2
   Otrothe reaction liquid
3. 3
   OtroThe solvent of the reaction liquid
4. 4
   Otrowas evaporated away under reduced pressure
5. 5
   Otrothe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/1)
6. 6
   Otroto obtain the entitled compound

Procedimiento

1.50 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 761 mg of O,N-dimethylhydroxylamine hydrochloride were added in order to a pyridine (30 ml) solution of 2.62 g of (2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester obtained in (step 1), and the reaction liquid was stirred overnight at room temperature. The solvent of the reaction liquid was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/1) to obtain the entitled compound.

Fuente