propyl (2S)-2-aminopropanoate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Using the general procedure for synthesizing naphthyl (aminoacid ester) phosphorochloridates the tosylate salt of (S)-propyl 2-aminopropanoate (2.00 g, 11.93 mmol), naphth-1-yl phosphorodichloridate (3.11 g, 11.93 mmol) and TEA (3.32 mL, 23.86 mmol) in 30 mL of dry DCM, were combined to give (2S)-propyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate in 82% yield (3.50 g), as a clear, yellow, thick oil.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Using the general procedure for synthesizing naphthyl (aminoacid ester) phosphorochloridates the tosylate salt of (S)-propyl 2-aminopropanoate (2.00 g, 11.93 mmol), naphth-1-yl phosphorodichloridate (3.11 g, 11.93 mmol) and TEA (3.32 mL, 23.86 mmol) in 30 mL of dry DCM, were combined to give (2S)-propyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate in 82% yield (3.50 g), as a clear, yellow, thick oil.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Using the general procedure for synthesizing naphthyl (aminoacid ester) phosphorochloridates the tosylate salt of (S)-propyl 2-aminopropanoate (2.00 g, 11.93 mmol), naphth-1-yl phosphorodichloridate (3.11 g, 11.93 mmol) and TEA (3.32 mL, 23.86 mmol) in 30 mL of dry DCM, were combined to give (2S)-propyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate in 82% yield (3.50 g), as a clear, yellow, thick oil.