Reacción #1109967

Ecuación de reacción

water

tert-butyl (6R,7S)-6-(3,4-dichlorophenyl)-7-({[(4-nitrophenoxy)carbonyl]amino}methyl)-1,4-oxazepane-4-carboxylate

sarcosine methyl ester hydrochloride

potassium carbonate

→

title compound

Rendimiento 90.0%

tert-butyl (6R,7S)-6-(3,4-dichlorophenyl)-7-({[(2-methoxy-2-oxoethyl)(methyl)carbamoyl]amino}methyl)-1,4-oxazepane-4-carboxylate

Rendimiento 90.0%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe mixture was extracted with ethyl acetate
2. 2
   LavadoThe organic layer was washed with water and brine
3. 3
   Secadodried over anhydrous magnesium sulfate
4. 4
   OtroThe solvent was evaporated under reduced pressure
5. 5
   OtroThe residue was purified by silica gel chromatography (hexane/ethyl acetate)

Procedimiento

To a solution of tert-butyl (6R,7S)-6-(3,4-dichlorophenyl)-7-({[(4-nitrophenoxy)carbonyl]amino}methyl)-1,4-oxazepane-4-carboxylate (94 mg) in THF (2.0 mL) were added sarcosine methyl ester hydrochloride (36 mg) and potassium carbonate (72 mg), and the mixture was stirred at room temperature overnight. To the reaction solution was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate) to give the title compound (79 mg).

Fuente