反应详情

4-Benzyloxycarbonylamino-3-chlorobenzoic acid (0.80 g) was dissolved in N,N-dimethylformamide (24.0 ml) and admixed at room temperature with t-butyl glycinate (0.44 g) and triethylamine (0.77 ml). Diethyl cyanophosphate (0.43 ml) was added with ice-cooling, and the mixture was stirred under a nitrogen atmosphere at room temperature for 30 minutes. The reaction mixture was diluted with ethyl acetate and washed with water. The ethyl acetate layer was separated and the aqueous layer was extracted with ethyl acetate. The ethyl acetate layers were combined and washed three times with water and then twice with saturated brine, and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was crystallized from a mixture of ethyl acetate and diisopropyl ether to yield t-butyl N-(4-benzyloxycarbonylamino-3-chlorobenzoyl)glycinate (0.93 g) as white crystals.

1. temperaturecooling
2. washwashed with water
3. customThe ethyl acetate layer was separated
4. extractionthe aqueous layer was extracted with ethyl acetate
5. washwashed three times with water
6. dry with materialtwice with saturated brine, and then dried over magnesium sulfate
7. distillationThe solvent was distilled off under reduced pressure
8. customthe residue was crystallized from a mixture of ethyl acetate and diisopropyl ether