反应详情

3-[(2-Benzyloxycarbonylethyl) tert-butoxycarbonylamino]propionic acid (0.17 g, 0.48 mmol) was dissolved in DMF (2 mL) and HOBt (0.065 g, 0.48 mmol) and EDAC (0.093 g, 0.48 mmol) were added. The mixture was stirred for 30 min., and DIEA (0.083 mL, 0.48 mmol) was added and 17-aminoheptadecanoic acid tert-butyl ester (0.15 g, 0.44 mmol) dissolved in THF (3 mL)+DMF (0.5 mL) was added. The reaction was stirred for 2 days. The reaction was concentrated and the residue was dissolved in AcOEt (50 mL) and washed with 0.2 N HCl (2×15 mL). The organic phase was dried over MgSO4 and concentrated under vacuum. The product was purified by flash chromatography (Silica) eluting with AcOEt/Heptane (1:1, 7:3, 8:2) then DCM, DCM:methanol (8:2) and 5% AcOH in DCM. The appropriate fractiones were pooled and concentrated under vacuum. The residue was dissolved in DCM. Silica was added and the product was concentrated onto the silica under vacuum. The silica was used in another flash chromatography, eluting with AcOEt/heptane (3:7 and 1:1). The appropriate fractiones were pooled and concentrated under vacuum to yield 135 mg.

1. additionwas added
2. stirringThe reaction was stirred for 2 days
3. concentrationThe reaction was concentrated
4. dissolutionthe residue was dissolved in AcOEt (50 mL)
5. washwashed with 0.2 N HCl (2×15 mL)
6. dry with materialThe organic phase was dried over MgSO4
7. concentrationconcentrated under vacuum
8. customThe product was purified by flash chromatography (Silica)
9. washeluting with AcOEt/Heptane (1:1, 7:3, 8:2)
10. concentrationconcentrated under vacuum
11. dissolutionThe residue was dissolved in DCM
12. additionSilica was added
13. concentrationthe product was concentrated onto the silica under vacuum
14. washeluting with AcOEt/heptane (3:7 and 1:1)
15. concentrationconcentrated under vacuum
16. customto yield 135 mg