反应详情

A solution of 1.60 g (1.94 mmol) of 1-(3-trifluoromethyl-phenyl)-[1,4]diazepan-5-one in 15 ml of DMF was treated at 0° C. with 0.33 g (7.44 mmol) of NaH (55% dispersion in oil). After 20 min at this temperature, the suspension was warmed to RT and added to a cooled solution (0° C.) of 2.33 g (6.50 mmol) of (rac)-4-(tert-butyl-dimethyl-silanyloxy)-2-iodo-butyric acid methyl ester (intermediate 1) in 15 ml of DMF. The solution was stirred 6 h at 0° C. and neutralized with cold 10% aq. KH2PO4 solution and extracted with Et2O (3×). The organic phases were washed with 10% aq. KH2PO4 solution, dried over Na2SO4 evaporated and purified by flash silica gel column (CH2Cl2:Et2O 4:1 to 2:1) to yield 2.06 g (68%) of the title compound as light yellow oil. MS: 489.2 (MH+)

1. extractionextracted with Et2O (3×)
2. washThe organic phases were washed with 10% aq. KH2PO4 solution
3. dry with materialdried over Na2SO4
4. customevaporated
5. custompurified by flash silica gel column (CH2Cl2:Et2O 4:1 to 2:1)