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.
DCM-OH was obtained following the previous method [48], andthen DCM-P was synthesized as outlined in Scheme 2. DCM-OH (50 mg,0.16 mmol) and 2-(diphenylphosphino)benzoic acid (161.7 mg,0.528 mmol) were dissolved in dichloromethane, then 4-(dimethylamino)-pyridinium-4-toluene sulfonate (141.3 mg, 0.48 mmol) and N,N?-diisopropylcarbodiimide (60.6 mg, 0.48 mmol) were added. The reactionsystem was stirred at room temperature for 5 h under argon protection.After the reaction was over, the mixture was extracted withdichloromethane for 3 times. The organic layer was combined and driedwith anhydrous Na2SO4, and then the solvent was evaporated in vacuo.The residual was purified by silica gel chromatography with EA/PE toget the desired product DCM-P (40 mg, 0.067 mmol), and the yield was42%. 1H NMR (400 MHz, d6-DMSO, ppm): delta 8.74 (d, J=8.1 Hz, 1H), delta8.25 (dd, J1=8.1 Hz, J2=4.0 Hz, 1H), delta 7.96-7.92 (m, 1H), delta 7.79 (d,J=12.1 Hz, 3H), delta 7.74 (s, 1H), delta 7.65-7.59 (m, 3H), delta 7.54 (d,J=16.2 Hz, 2H), delta 7.42-7.40 (m, 5H), delta 7.25-7.21 (m, 4H), delta 7.09 (d,J=8.1 Hz, 2H), delta 7.06 (d, J=8.1 Hz, 1H), delta 6.94-6.90 (m, 1H); 13CNMR (100 MHz, d6-DMSO, ppm): delta 170.79, 165.10, 158.40, 153.50,152.52, 152.04, 140.78, 140.50, 137.91, 137.65, 137.53, 135.98,134.13, 133.92, 133.41, 131.90, 131.59, 129.81, 129.51, 129.30,129.23, 126.70, 125.16, 122.84, 122.80, 120.47, 119.57, 117.58,116.23, 61.05, 60.21; HRMS (ESI, m/z): [M + H]+ calcd forC39H26N2O3P: 601.1675, Found: 601.1676 (Figure S1)., 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; Wang, Tianlin; Chai, Yun; Chen, Shuhan; Yang, Guichun; Lu, Cuifen; Nie, Junqi; Ma, Chao; Chen, Zuxing; Sun, Qi; Zhang, Yuexing; Ren, Jun; Wang, Feiyi; Zhu, Wei-Hong; Dyes and Pigments; vol. 166; (2019); p. 260 – 265;,
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