反应详情

温度

-78 °C

Using the general procedure for synthesizing naphthyl (aminoacid ester) phosphorochloridates the tosylate salt of (S)-benzyl 2-amino-2-phenylacetate (1.11 mg, 2.69 mmol) was dissolved with the naphthalen-1-yl phosphorodichloridate (0.72 mg, 2.74 mmol) in 5 mL anhydrous dichloromethane. The solution was cooled down to −78° C. at which 0.76 mL of triethylamine (5.45 mmol) was added dropwise. Then the mixture was left stirring for 1 h at −78° C. and then 30 min at room temperature. The solvent was removed under reduced pressure and the residue was purified by flash chromatography using Hexane/Ethyl acetate (1:1) as eluents, to provide (2S)-benzyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)-2-phenylacetate in 74% yield.

1. additionwas added dropwise
2. waitThen the mixture was left
3. custom30 min
4. customat room temperature
5. customThe solvent was removed under reduced pressure
6. customthe residue was purified by flash chromatography