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

Temperatur

0 °C

To a stirred solution of L-asparagine (Aldrich) (10 g, 76 mmol), NaOH (3.4 g, 85 mmol), H2O (50 mL), and dioxane (50 mL) at 0° C. was added PhSO2Cl (10.6 mL, 84 mmol). After 1 min, NaOH (3.4 g) in H2O (50 mL) was added and the reaction mixture stirred for 30 min. The reaction mixture was then concentrated to remove the dioxane then washed with EtOAc. The aqueous phase was then cooled to 0° C. and acidified to pH 3 with conc. HCl to effect product precipitation. The resulting solid was collected by filtration, washed with H2O (20 mL) and dried at 50° C. under vacuum to give 22-1 as a white solid.

1. concentrationThe reaction mixture was then concentrated
2. customto remove the dioxane
3. washthen washed with EtOAc
4. customproduct precipitation
5. filtrationThe resulting solid was collected by filtration
6. washwashed with H2O (20 mL)
7. customdried at 50° C. under vacuum

ORD-Eintrag

ord-4324c719dd004167b36a71ddfbff7803

Quelldatensatz

uspto-grants-1995_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05416099