反应详情

温度

-78 °C

6-tert-butyl 5-methyl 6-azaspiro[2.5]octane-5,6-dicarboxylate (D4) (420 mg, 1.56 mmol) was dissolved in THF (25 ml) and the solution was cooled at −78° C. prior addition of LDA 2M sol in THF/heptane (1.16 ml, 2.34 mmol). The red solution was left stirring at −78° C. for 40 min before adding iodomethane (0.146 ml, 2.34 mmol). The reaction was allowed to warm to RT and left stirring for 3 hrs. The resulting yellow-orange solution was treated with NH4Cl sat. sol. (5 ml) and extracted with Et2O (3×50 ml). Collected organic phases were washed with NaCl sat. sol. and dried over Na2SO4. Collected organics after solvent evaporation, afforded a residue which was purified by Biotage SNAP-Si (25 g) eluting with DCM. Collected fractions after solvent evaporation afforded the title compound (D5) (320 mg)

1. waitThe red solution was left
2. temperatureto warm to RT
3. waitleft
4. stirringstirring for 3 hrs
5. extractionextracted with Et2O (3×50 ml)
6. washCollected organic phases were washed with NaCl sat. sol.
7. dry with materialdried over Na2SO4
8. customCollected organics after solvent evaporation
9. customafforded a residue which
10. customwas purified by Biotage SNAP-Si (25 g)
11. washeluting with DCM
12. customCollected fractions after solvent evaporation