17261-28-8, 2-(Diphenylphosphino)benzoic acid is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
17261-28-8, General procedure: To a flame dried, 100 mL round bottom flask under nitrogenwere added (1R,2S)-norephedrine (0.750 g, 4.96 mmol) and 4-(dimethylamino)pyridine (0.120 g, 0.990 mmol). The mixture was dissolved in methylene chloride (15 mL). To this solution,N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (1.07 g, 5.20 mmol) and 2-(diphenylphosphino)benzoic acid (1.59 g, 5.20 mmol) were added and the solution was allowed to stir at room temperature overnight. Methylene chloride (50 mL) was added and the solution was transferred to a separatory funnel and washed with 1 M HCl (50 mL), NH4Cl (50 mL) and with brine(50 mL). The organic extract was dried over anhydrous MgSO4 and the solvent was removed via rotary evaporation. 4.3.8 (1R,2S)-1-Phenyl-2-(pivalamido)propyl 2-(diphenylphosphinyl)benzoate 9d fx17 Purified by flash column chromatography (80/20, hexanes/EtOAc) to yield 0.256 g (20percent) of product as a yellow oil. [alpha]D23 = -12.7 (c 0.694, CHCl3). 1H NMR (500 MHz, CDCl3): delta 0.86 (d, J = 6.9 Hz, 3H), 1.04 (s, 9H), 4.35-4.41 (m, 1H), 6.00 (s, 1H), 6.02 (d, J = 3.7 Hz, 1H), 6.90-6.93 (m,1H), 7.14-7.26 (m, 16H), 7.31-7.39 (m, 3H), 8.04-8.07 (m, 1H). 13C NMR (100 MHz, CDCl3): delta 14.75, 27.58, 38.67, 49.00, 79.18, 126.62, 127.92, 128.38, 128.57, 128.63, 128.68, 128.73, 128.87, 130.90, 130.94, 132.31, 133.47, 133.66, 133.81, 133.96, 134.17, 134.79, 134.89, 135.00, 137.48, 137.58, 137.69, 139.58, 139.84, 166.33, 177.80. 31P NMR (162 MHz, CDCl3): delta -5.24. IR v (Nujol): 1717, 1652, 1398, 1378, 1251, 746, 697 cm-1. ESI HRMS for C33H34NO3P: calcd (M+H+) 524.2355; found 524.2353.
The synthetic route of 17261-28-8 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Nelson, Brandon M.; Chavda, Mihir K.; Oliphant, Jonathan; King, Jalisa M.; Szczepura, Lisa F.; Hitchcock, Shawn R.; Tetrahedron Asymmetry; vol. 27; 20-21; (2016); p. 1075 – 1080;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate