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0 °C

(+,−) Cis propane-2-sulfonic acid [2-(4-amino-phenyl)-cyclopentyl]-amide (265 mg, 0.94 mmol, prepared in example 23) was dissolved in 10 mL of methylene chloride and cooled to 0° C. under nitrogen. Benzoyl chloride was added (120 uL, 1.03 mmol) and after stirring 15 min the ice bath was removed and stirring continued for 2 hours. The reaction was diluted with methylene chloride and washed with water, then 0.1 N HCl and dried over sodium sulfate. The organic phase was concentrated in vacuo to 360 mg crude oil. The product was purified by radial chromatography eluting first with 70:30 methylene chloride:hexanes then ethyl acetate was added (→20%) until all bands were removed to give 120 mg (33%) of the title compound as a white solid. The NMR was consistent with the assigned structure.

1. customwas removed
2. additionThe reaction was diluted with methylene chloride
3. washwashed with water
4. dry with material0.1 N HCl and dried over sodium sulfate
5. concentrationThe organic phase was concentrated in vacuo to 360 mg crude oil
6. customThe product was purified by radial chromatography
7. washeluting first with 70:30 methylene chloride
8. additionhexanes then ethyl acetate was added (→20%) until all bands
9. customwere removed