反应详情

Triphenylphosphine (1.11 g; 4.25 mmol) in 5 mL CH2Cl2 and 1,1′-(azodicarbonyl)dipiperidine (1.07 g; 4.25 mmol) in 15 mL CH2Cl2 were added to a stirred solution of 3,4-dimethoxyphenol (0.65 g; 4.25 mmol) and tert-butyl 7-[4-(4-cyanophenyl)-4-hydroxybutyl]-3,7-diazabicyclo-[3.3.1]nonane-3-carboxylate (from step (x) above; 0.85 g; 2.12 mmol). After 3 h, the precipitate was filtered off, and the filtrate concentrated. The residue was dissolved in aqueous tartaric acid (1 M; 25 mL) and the solution was washed with diethyl ether. The aqueous phase was made basic with and extracted again with diethyl ether. The organic layer from this second extraction was separated, dried (Na2SO4) and then concentrated to give the title compound in 21% yield.

1. filtrationthe precipitate was filtered off
2. concentrationthe filtrate concentrated
3. dissolutionThe residue was dissolved in aqueous tartaric acid (1 M; 25 mL)
4. washthe solution was washed with diethyl ether
5. extractionextracted again with diethyl ether
6. extractionThe organic layer from this second extraction
7. customwas separated
8. dry with materialdried (Na2SO4)
9. concentrationconcentrated