反应详情

温度

60 °C

(2R,3R)-3-t-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyric acid (244 mg, 827 μmol, 1.0 eq.) and 1-butanol (4 mL) were combined in 4 M HCl in 1,4-dioxane (1 mL), and stirred for 2 hours at 60° C. The solvent was evaporated and the reaction mixture was azeotroped with toluene. 2-(3-Carboxy-propyl)benzoic acid (160 mg, 790 μmol, 1.0 eq.), DIPEA (439 μL, 3.2 eq.), and HATU (300 mg, 788 μmol, 1.0 eq.) were combined in DCM (20 mL) and stirred for 5 minutes at room temperature. This mixture was then added to the azeotroped mixture and stirred for 1 hour. The solvent was evaporated and the crude material was dissolved in AcOH (2 mL) and purified using preparative HPLC to yield the title compound (80 mg, 99% purity). MS m/z [M+H]+ calc'd for C25H31NO6, 442.22. found 442.2.

1. customThe solvent was evaporated
2. customthe reaction mixture was azeotroped with toluene
3. stirringstirred for 5 minutes at room temperature
4. additionThis mixture was then added to the azeotroped mixture
5. stirringstirred for 1 hour
6. customThe solvent was evaporated
7. dissolutionthe crude material was dissolved in AcOH (2 mL)
8. custompurified