Dichloromethane → HCID 86662586, compound

Participants

Reaction Conditions

Reaction Steps

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.

Provenance & Evidence