反应详情

Mg (1.40 g, 58 mmol) was added to a sol. of compound 4-{4-[2-(tert-Butyldimethylsilanyloxy)ethoxy]phenyl}-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (8.10 g, 17 mmol) in MeOH (40 mL) under Ar. The mixture was stirred for 1 h while maintaining the temperature below 30° C. Aq. 1M HCl (115 mL, 115 mmol) was added dropwise and the mixture was stirred for 1 h. The mixture was extracted with EtOAc (2×). The combined org. layers were washed with water, brine, dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (EtOAc/heptane 2:1) yielded a 2:3 trans/cis mixture of the title compound (7.6 g, 93%). LC-MS: tR=1.23 min, ES+=508.47.

1. temperaturewhile maintaining the temperature below 30° C
2. stirringthe mixture was stirred for 1 h
3. extractionThe mixture was extracted with EtOAc (2×)
4. washlayers were washed with water, brine
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. customthe solvents were removed under reduced pressure
8. customPurification of the residue by FC (EtOAc/heptane 2:1)
9. customyielded