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, Compound 1 (386 mg, 1 mmol), 2-(diphenylphosphino)benzoic acid (306 mg, 1 mmol), DIEA (129 mg, 1 mmol), and 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3- tetramethyluronium hexafluorophosphate (HATU) (380 mg, 1 mmol) were dissolved in anhydrous CH2Cl2. The reaction mixture was stirred at room temperature for 12 h under argon atmosphere, tracked with TLC. And then the mixture was poured into water and extracted with CH2Cl2. The organic layer was separated, washed with saturated salt water, and dried over Na2SO4. The solvent was evaporated and the crude product of 2 was purified by column chromatography over silica gel, and eluted with CH2Cl2/petroleum ether (15:1) gave 2 as white solid (235 mg, 35percent). MP: 210 – 212 oC. 1H NMR (400 MHz, CDCl3) delta (ppm) 8.02 (d, J = 7.5 Hz, 1H), 7.70 – 7.59 (m, 4H), 7.40 – 7.17 (m, 15 H), 6.96 – 6.93 (m, 1H), 6.54 (d, J = 8.9 Hz, 1H), 6.44 (d, J = 2.4 Hz, 1H), 6.35 (dd, J = 8.8 Hz, 2.4 Hz, 1H), 6.26 (d, J = 2.1 Hz, 1H), 3.36 (q, J = 7.0 Hz, 4H), 1.17 (t, J = 7.0 Hz, 6H). 13C NMR (100 MHz, CDCl3): 169.69, 167.09, 153.27, 152.84, 149.74, 148.67, 141.36, 141.11, 135.04, 134.40, 134.21 134.17, 134.11, 134.01, 133.97, 133.90, 132.98, 130.58, 129.67, 129.49, 129.18, 128.99, 128.92, 128.84, 128.77, 128.69, 128.56, 128.51, 126.97, 124.97, 124.25 123.59, 119.44, 118.90, 117.61, 108.51, 104.77, 97.68, 83.99, 44.60, 12.63. 31P NMR (161.9 MHz, CDCl3) delta (ppm): -10.268. HRMS: calcd. m/z 675.2413 [M + H]+; m/z 1349.4747 [2M + H]+, found m/z 675.2419 [M + H]+; m/z 1349.4761 [2M + H]+.
The synthetic route of 17261-28-8 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Huang, Kun; He, Song; Zeng, Xianshun; Tetrahedron Letters; vol. 58; 20; (2017); p. 2004 – 2008;,
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