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). 4.24.3 N-(9-Anthrylmethyl)quinidinium chloride (1c) [26] Yield: 80%; light yellow solid; m.p. 161 C (decomp.) (lit. mp 160 C, decomp.); [alpha]D28 +390.0 (c 0.12, CH3OH); IR (KBr): 3394, 3183, 1621, 1508, 1458, 1473, 1431, 1258, 1362, 1240, 1227, 1029, 922, 864, 744 cm-1; 1H NMR (400 MHz, DMSO-d6): delta = 8.98 (s, 1H), 8.86 (d, J = 4.4 Hz, 1H), 8.79 (d, J = 9.2 Hz, 1H), 8.70 (d, J = 9.2 Hz, 1H), 8.28 (dd, J = 8.2, 3.0 Hz, 2H), 8.05 (d, J = 9.2 Hz, 1H), 7.90 (d, J = 4.4 Hz, 1H), 7.82-7.74 (m, 3H), 7.69-7.64 (m, 3H), 7.53 (dd, J = 7.6, 2.4 Hz, 1H), 6.98 (s, 1H), 6.33 (d, J = 14.4 Hz, 1H), 6.03 (ddd, J = 17.2, 10.2, 7.2 Hz, 1H), 5.88 (d, J = 14.0 Hz, 1H), 5.18 (d, J = 10.4 Hz, 1H), 5.08 (d, J = 17.2 Hz, 1H), 4.46 (t, J = 9.2 Hz, 2H), 4.21 (s, 4H), 3.18 (t, J = 11.2 Hz, 1H), 2.62-2.54 (m, 1H), 2.46-2.35 (m,2H), 1.78 (s, 1H), 1.69 (d, J = 8.4 Hz, 1H), 1.56-1.53 (m, 1H), 1.10-1.04 (m, 1H); 13C NMR (100 MHz, DMSO-d6): delta = 157.9, 147.9, 144.3, 137.9, 133.5, 133.3, 132.5, 131.8, 131.7, 131.6, 130.2, 128.3, 128.0, 126.1, 126.0, 125.3, 125.0, 122.3, 121.0, 119.3, 117.5, 103.2, 67.9, 65.7, 56.5, 56.1, 55.8, 55.6, 37.7, 26.1, 24.2, 21.6.
As the paragraph descriping shows that 56-54-2 is playing an increasingly important role.
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