With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17261-28-8,2-(Diphenylphosphino)benzoic acid,as a common compound, the synthetic route is as follows.
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. 4.3.5 (1R,2S)-2-Benzamido-1-phenylpropyl 2-(diphenylphosphinyl)benzoate 9a fx14 Purified by recrystallization in CH2Cl2/hexanes to yield 0.702 g (71percent) of product as a white solid. [alpha]D23 = -5.9 (c 1.04, CHCl3). Mp = 77-81 ¡ãC. 1H NMR (400 MHz, CDCl3): delta 0.93 (d, J = 7.0 Hz, 3H), 4.64-4.71 (m, 1H), 6.22 (d, J = 2.9 Hz, 1H), 7.03-7.05 (m, 1H), 7.07 (dd, J = 8.8, 2.5 Hz, 1H), 7.20-7.49 (m, 20H), 7.83 (d, J = 8.3 Hz, 2H), 8.08 (m, 1H). 13C NMR (100 MHz, CDCl3): delta 14.45, 49.63, 79.55, 126.20, 127.28, 127.30, 127.99, 128.48, 128.50, 128.59, 128.66, 128.74, 128.93, 129.00, 130.92, 130.96, 131.38, 132.26, 133.34, 133.53, 133.97, 134.17, 134.63, 134.96, 135.44, 135.67, 137.02, 137.11, 137.15, 137.25, 137.39, 138.57, 138.80, 166.77, 167.03. 31P NMR (162 MHz, CDCl3): delta -5.64. IR v (cm-1, Nujol mull): 1722, 1627, 1247, 753, 695. ESI HRMS for C35H30NO3P: calcd (M+H) 544.2042; found 544.2042., 17261-28-8
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