2-(4-FLUOROBENZENESULPHAMIDO)-3-METHYLBUTYRIC ACI synthesis

Yield:-

Reaction Conditions:

with triethylamine in tetrahydrofuran;water at 20; for 15 h;

Steps:

10 Example 10; 2-[(4-Fluoro-benzenesulfonyl)-methyl-amino]-3-methyl-butyric acid methyl ester

To a solution of 6.00g (0.051 mol) of D, L-valine in 380 mL of THF/water (1:1) was added 10.9 mL (0.077 mol) of triethylamine followed by 9.94g (0.051 mol) of 4-fluorobenzenesulfonyl chloride and the resulting mixture was stirred for 15h at room temperature. The THF was then removed in vacuo and the resulting solution was extracted with ethyl acetate. The combined organics were washed with 10% HCl solution and water, dried over MgSO4, filtered and concentrated in vacuo to provide 4.8g of the sulfonamide as a white solid.

References:

EP1144368,2004,B1 Location in patent:Page 43