56-54-2,56-54-2, (S)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
General procedure: To a flame-dried flask equipped with a magnetic stirring bar and a condenser was added with cinchona alkaloids (1 mmol), toluene (5 mL), and benzyl bromide derivatives (1.2 mmol, 1.2 equiv.). The mixture was heated at 80 8C until a TLC analysis showing that the starting material was completely consumed. Cooled to room temperature and poured onto Et2O (30 mL) with stirring, the resulting suspension was stirred for another 1 h. Then the precipitate was purified by flash chromatography (MeOH/EtOAc = 1/10, V/V). 4.24.2 N-(4-Trifluoromethylbenzyl)quinidinium bromide (1b) [25] Yield: 87%; white solid; mp 218 C (decomp.); [alpha]D28 +184.2 (c 0.15, CH3OH); IR (KBr): 3398, 3209, 2954, 1621, 1589, 1509, 1373, 1427, 1325, 1227, 1241, 1170, 1125, 1068, 1021, 1003, 934, 864, 832 cm-1; 1H NMR (400 MHz, DMSO-d6): delta = 8.82 (d, J = 4.4 Hz, 1H), 8.02 (d, J = 9.2 Hz, 1H), 7.97 (dd, J = 10.4, 9.2 Hz, 4H), 7.77 (d, J = 4.4 Hz, 1H), 7.51 (dd, J = 9.2, 2.4 Hz, 1H), 7.44 (d, J = 2.4 Hz, 1H), 6.84 (d, J = 3.6 Hz, 1H), 6.52 (s, 1H), 6.03 (ddd, J = 17.4, 10.5, 6.9 Hz, 1H), 5.25 (s, 1H), 5.10 (d, J = 8.4 Hz, 2H), 4.85 (d, J = 12.8 Hz, 1H), 4.28-4.22 (m, 1H), 4.06 (s, 3H), 4.02-4.00 (m, 1H), 3.86 (t, J = 9.4 Hz, 1H), 3.50 (t, J = 11.4 Hz, 1H), 3.00-2.90 (m, 1H), 2.69-2.63 (m, 1H), 2.40 (t, J = 11.4 Hz, 1H), 1.91 (s, 1H), 1.79-1.75 (m, 2H), 1.15-1.07 (m, 1H). 13C NMR (100 MHz, DMSO-d6): delta = 158.0, 147.9, 144.2, 143.8, 137.7, 135.1, 133.0, 131.9, 130.9 (q, J = 31.8 Hz), 126.4, 126.3, 125.9, 123.1, 121.7, 120.8, 117.5, 103.0, 68.1, 65.2, 62.9, 56.5, 56.2, 54.5, 37.2, 26.8, 23.6, 21.1.
56-54-2 (S)-(6-methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol 637552, acatalyst-ligand compound, is more and more widely used in various fields.
Reference£º
Article; Wu, Shaoxiang; Guo, Jiyi; Sohail, Muhammad; Cao, Chengyao; Chen, Fu-Xue; Journal of Fluorine Chemistry; vol. 148; (2013); p. 19 – 29;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI