Dichloromethane → (2S)-((S)-1-phenylethyl) 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate

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Reaction Steps

Using the general procedure for synthesizing naphthyl (aminoacid ester) phosphorochloridates the tosylate salt of (S)-((S)-1-phenylethyl) 2-aminopropanoate (1.05 g, 2.85 mmol), naphthalen-1-yloxy phosphorodichloridate (2.85 mmol), triethyl amine (0.76 mL, 5.56 mmol) and dichloromethane (20 mL) were combined to give 610 g of desired (2S)-((S)-1-phenylethyl) 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate in 26% yield as pale yellow oil.

Provenance & Evidence