Multi-step reaction with 7 steps
1.1: potassium osmate(VI) dihydrate; methanesulfonamide; water; potassium carbonate; 4-[(R)-[(2R,4R,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]-1-[(R)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]phthalazine; potassium hexacyanoferrate(III) / tert-butyl alcohol / 22 h / 0 - 10 °C
2.1: lithium borohydride; water / tetrahydrofuran
3.1: sodium hydride; 1-[(2,4,6-triisopropylphenyl)sulfonyl]-1H-imidazole / tetrahydrofuran / 0 °C
4.1: tetrahydrofuran / 0 - 20 °C
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran
6.1: camphor-10-sulfonic acid / dichloromethane / 20 °C
7.1: diphenyl phosphoryl azide; triphenylphosphine
7.2: 20 °C
With
potassium osmate(VI) dihydrate; lithium borohydride; methanesulfonamide; diphenyl phosphoryl azide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; sodium hydride; potassium carbonate; 4-[(R)-[(2R,4R,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]-1-[(R)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]phthalazine; triphenylphosphine; potassium hexacyanoferrate(III); 1-[(2,4,6-triisopropylphenyl)sulfonyl]-1H-imidazole;
In
tetrahydrofuran; dichloromethane; tert-butyl alcohol;
1.1: Sharpless dihydroxylation / 3.1: Fraser-Reid epoxidation;
DOI:10.1016/j.tetlet.2010.11.013