(-)-Asparagine → N-Phenysulfonyl-L-asparagine

Participants

Reaction Steps

To L-Asparagine (10 g), add sodium hydroxide (3.4 g) and dioxane/water (50 mL/50 mL). Cool resulting solution in an ice bath and add benzenesulfonyl chloride (10.6 mL), sodium hydroxide (3.4 g), and water (80 mL). Stir for 3 hours. Add water (200 mL) and extract with EtOAc. Acidify the aqueous solution to pH 3 with concentrated HCl and cool to give a precipitate. After 1 hour collect the solid and dry it in vacuo at 40° C. to give the title compound.

Provenance & Evidence