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. 4.3.6 (1R,2S)-2-(4-Nitrobenzamido)-1-phenylpropyl 2-(diphenylphosphinyl)benzoate 9b fx15 Purified by flash column chromatography (50/50, hexanes/ EtOAc) to yield 0.300 g (43percent) of product as a yellow oil. [alpha]D23 = -18.9 (c, 1.04 CHCl3). 1H NMR (500 MHz, CDCl3): delta 0.94 (d, J = 7.0 Hz, 3H), 4.61-4.68 (m, 1H), 6.29 (d, J = 2.8 Hz, 1H), 7.06-7.09 (m, 1H), 7.19-7.23 (m, 4H), 7.30-7.38 (m, 11H), 7.43-7.50 (m, 3 H), 7.99 (d, J = 8.8 Hz, 2 H), 8.05-8.08 (m, 1H), 8.18 (d, J = 8.8 Hz, 2H). 13C NMR (100 MHz, CDCl3): delta 13.95, 50.41, 79.33, 123.66, 126.10, 128.13, 128.49, 128.52, 128.59, 128.68, 128.75, 128.89, 129.08, 129.17, 130.78, 130.82, 132.42, 133.28, 133.46, 133.76, 133.96, 134.10, 135.11, 135.43, 135.66, 136.75, 136.81, 136.90, 137.15, 138.26, 138.48, 140.25, 149.43, 164.88, 167.33. 31P NMR (162 MHz, CDCl3): delta -5.39. IR v (cm-1, neat): 3068, 2982, 1717, 1660, 1524, 1346, 1250, 729, 698. ESI HRMS for C35H29N2O5P: calcd (M+H) 589.1892, found 589.1901.
17261-28-8 2-(Diphenylphosphino)benzoic acid 87021, achiral-phosphine-ligands compound, is more and more widely used in various fields.
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