Dichloromethane → (2S)-3,3-dimethylbutyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate

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Using the general procedure for synthesizing naphthyl (aminoacid ester) phosphorochloridates the tosylate salt of (S)-3,3-dimethylbutyl 2-aminopropanoate (2.00 g, 5.79 mmol), naphthalen-1-yl phosphorodichloridate (1.51 g, 5.79 mmol) and TEA (1.61 mL, 11.58 mmol) in 30 mL of dry DCM, were combined to give (2S)-3,3-dimethylbutyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate in 91% yield (2.10 g), as a clear, yellow, thick oil.

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