The synthetic route of 17261-28-8 has been constantly updated, and we look forward to future research findings.
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.
17261-28-8, The 1a? (439 mg, 1 mmol) was dissolved in CH2Cl2 (10 mL) and trifluoroacetic acid (1 ml) was dropwise added at 0 ¡ãC. Then the reaction mixture was stirred for 18 h at room temperature. All volatile compounds were removed in vacuo and the residue was dissolved in water and treated with the saturated Na2CO3 solution. The resulting mixture was extracted with CH2Cl2 (3x) and the combined organic layers were dried over Na2SO4. After filtration and then evaporation of the solvent, the crude free amine was obtained without purification for the next step. To the solution of the free amine in CH2Cl2 (8 ml) was added O-(benztriazol-1-yl)-N,N,N?,N?-tetramethyluronium hexafluorophosphate (HBTU, 417 mg, 1.1 mmol), followed by the addition of diisopropylethylamine (367 uL, 2.2 mmol) and 2-(diphenylphosphino)benzoic acid (306 mg, 1 mmol), The reaction mixture was then stirred for 6 h at room temperature. The mixture was combined with CH2Cl2 and water, and the organic layer was separated, washed with saturated sodium bicarbonate (2x), and dried overNa2SO4. The solvent was removed in vacuo to afford the crude product as a colourless oil, which was purified by flash chromatography (20percent EtOAc in hexanes) yielding the precat. 1a as a white solid (514 mg, 82percent). Mp. 93?95 ¡ãC [alpha]D30 = +20.8 (c 1.20, CH2Cl2); 1H NMR (400 MHz, CDCl3): delta = 7.63?7.61 (m, 2 H), 7.38?7.18 (m, 15 H), 7.12?6.98 (m, 8 H), 6.71 (d, J = 8.0 Hz, 1 H), 5.08 (dd, J = 11.2, 3.6 Hz, 1 H), 4.53 (dd, J = 8.4, 5.6 Hz, 1 H), 3.68 (d, J =11.2, 1 H), 2.12 (s, 6 H), 2.12?2.04 (m, 1 H), 0.84 (d, J = 7.2 Hz, 3 H), 0.82 (d, J = 7.2 Hz, 3H); 13C NMR (100 MHz, CDCl3): delta (C-P coupling not removed) = 171.1, 168.7, 141.2, 141.0, 140.5, 137.6, 137.5, 137.4, 136.6, 136.4, 134.5, 133.9, 133.8, 133.7, 132.1, 130.3, 129.7, 128.7, 128.6, 128.5, 128.5, 128.4, 127.9, 127.7, 127.7, 127.5, 127.5, 126.9, 73.2, 58.5, 54.8, 40.5, 31.8, 19.1, 18.0; 31P NMR (162 MHz, CDCl3) delta = ? 10.2; HRMS (ESI): calcd. for C40H43N3O2P [M+H]+ 628.3093, found 628.3095.
The synthetic route of 17261-28-8 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Zheng, Xiaojun; Deng, Qifu; Hou, Qinglin; Zhang, Kaiqiang; Wen, Pushan; Hu, Shunqin; Wang, Haifei; Synthesis; vol. 50; 12; (2018); p. 2347 – 2358;,
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