反应详情

1-cyclohexyl-1,2,3,4-tetrahydroisoquinoline hydrochloride (1.00 g) was dissolved in methylene chloride (20 mL), and pivaloyl chloride (0.98 mL) and 4-methylmorpholine (2.2 mL) were added thereto under ice-cooling. The reaction liquid was stirred at room temperature for 30 minutes and then ice-cooled, and [(tert-butoxycarbonyl)amino]acetic acid (1.54 g) was added thereto. The reaction liquid was stirred at room temperature for 14 hours and then water was added thereto, followed by extraction with chloroform. The extract was washed with saturated brine, and then dried over magnesium sulfate. The solvent was evaporated and the resulting residue was purified by silica gel column chromatography (chloroform-MeOH) to obtain tert-butyl[2-(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl]carbamate (1.49 g).

1. temperatureunder ice-cooling
2. customThe reaction liquid
3. temperatureice-cooled
4. customThe reaction liquid
5. stirringwas stirred at room temperature for 14 hours
6. extractionfollowed by extraction with chloroform
7. washThe extract was washed with saturated brine
8. dry with materialdried over magnesium sulfate
9. customThe solvent was evaporated
10. customthe resulting residue was purified by silica gel column chromatography (chloroform-MeOH)