反应详情

2-(3-Carboxy-propyl)benzoic acid (335 mg, 1.6 mmol, 1.0 eq.) was combined with DIPEA (897 μL, 3.2 eq.) and HATU (0.612 g, 1.61 mmol, 1.0 eq.) in DCM (40 mL). The resulting mixture was stirred for 10 minutes and (2R,3R)-3-amino-4-(2-chloro-phenyl)-2-hydroxy-butyric acid butyl ester (HCl salt, 519 mg, 1.6 mmol, 1.0 eq.) was added. The reaction was quenched after 1 hour by adding saturated NH4Cl and the product was extracted with DCM, dried and evaporated. The product was dissolved into AcOH (5 mL) and purified using preparative HPLC. The clean fractions were combined and lyophilized to yield 2-{3-[(1R,2R)-2-butoxycarbonyl-1-(2-chloro-benzyl)-2-hydroxy-ethylcarbamoyl]-propyl}-benzoic acid (150 mg).

1. customThe reaction was quenched after 1 hour
2. additionby adding saturated NH4Cl
3. extractionthe product was extracted with DCM
4. customdried
5. customevaporated
6. dissolutionThe product was dissolved into AcOH (5 mL)
7. custompurified