反应详情

To a solution of 4-4 (0.175 g, 0.534 mmol) in dioxane (1.4 mL) at 25° C. was added a solution of HCl in dioxane (1.33 mL, 5.34 mmol, 4M in dioxane) and the reaction mixture was stirred 2 h. The reaction concentrated directly to afford a white solid. The white solid was resuspended in CH2Cl2 (1.4 mL) at ambient temperature and to the mixture was added 1-2 (0.141 g, 0.641 mmol), triethylamine (0.27 g, 2.7 mmol), EDC (0.154 g, 0.801 mmol) and HOBT (0.123 g, 0.801 mmol). The reaction was stirred 15 h and quenched with saturated NaHCO3 (5 mL). The reaction mixture was diluted with EtOAc (20 mL) and washed with saturated NaHCO3 (3×15 mL). The combined organic phase was dried over magnesium sulfate and concentrated. The residue was purified by normal phase silica gel chromatography (0 to 100% EtOAc in hexanes, then 0 to 25% MeOH in EtOAc) to afford the product (4-5) as a foamy solid. ESI+ MS: [M+H]+ 315.2.

1. concentrationThe reaction concentrated directly
2. customto afford a white solid
3. stirringThe reaction was stirred 15 h
4. customquenched with saturated NaHCO3 (5 mL)
5. additionThe reaction mixture was diluted with EtOAc (20 mL)
6. washwashed with saturated NaHCO3 (3×15 mL)
7. dry with materialThe combined organic phase was dried over magnesium sulfate
8. concentrationconcentrated
9. customThe residue was purified by normal phase silica gel chromatography (0 to 100% EtOAc in hexanes