反应详情

To a solution of Compound B (120 mg, 0.25 mmol), benzyl 3-hydroxypropionate (54 mg, 0.30 mmol) and trimethylamine (140 μL, 1.0 mmol) in DCM (4 mL) was added BOP—Cl (95 mg, 0.38 mmol). The reaction mixture was stirred at RT for 16 hr under nitrogen, diluted with MTBE, washed with brine, dried over sodium sulfate, and concentrated to an oil that was purified by silica gel chromatography. A solution of the THP-protected diester in ethanol (4 mL) was treated with PPTS (50 mg), stirred at 50° C. for 4 hr, and concentrated to an oil that was purified by silica gel chromatography. A solution of the THP-deprotected diester in dioxane (5 mL) was treated with wet 5% Pd/C (20 mg) and stirred for 24 hr under a balloon of hydrogen. The reaction mixture was filtered and concentrated to give crude Compound II-4. MS: m/z 485 [M+Na]+

1. washwashed with brine
2. dry with materialdried over sodium sulfate
3. concentrationconcentrated to an oil that
4. customwas purified by silica gel chromatography
5. additionA solution of the THP-protected diester in ethanol (4 mL) was treated with PPTS (50 mg)
6. stirringstirred at 50° C. for 4 hr
7. concentrationconcentrated to an oil that
8. customwas purified by silica gel chromatography
9. additionA solution of the THP-deprotected diester in dioxane (5 mL) was treated with wet 5% Pd/C (20 mg)
10. stirringstirred for 24 hr under a balloon of hydrogen
11. filtrationThe reaction mixture was filtered
12. concentrationconcentrated
13. customto give crude Compound II-4