反应详情

5-[4-(2-Aminoethyl)-2-benzyloxyphenyl]-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one TFA salt (Example 67, step A) (0.49 g, 0.96 mmol) is dissolved in 5 mL of CH2Cl2 and triethylamine (0.27 mL, 1.92 mmol) is added. Cyclohexylmethyl sulfonyl chloride (0.19 g, 0.96 mmol) is then added and the reaction stirred for 1 h. The reaction mixture is concentrated and the residue is partitioned between EtOAc and 1N HCl and extracted with EtOAc. The combined organic layers are washed with sat. sodium bicarbonate and brine, dried over MgSO4 and concentrated to a yellow oil. The oil is purified by chromatography over silica (hexane/EtOAc gradient) to afford the title compound as an oil.

1. concentrationThe reaction mixture is concentrated
2. customthe residue is partitioned between EtOAc and 1N HCl
3. extractionextracted with EtOAc
4. washThe combined organic layers are washed with sat. sodium bicarbonate and brine
5. dry with materialdried over MgSO4
6. concentrationconcentrated to a yellow oil
7. customThe oil is purified by chromatography over silica (hexane/EtOAc gradient)