With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1608-26-0,N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine,as a common compound, the synthetic route is as follows.
General procedure: Ligand 7 (263.3mg, 0.50mmol) [or 10 (249.3mg, 0.50mmol)] was dissolved in 10mL of anhydrous toluene and cooled to 0C. After the addition of P(NMe2)3 or P(NEt2)3 (0.65mmol), the resulting solution mixture was stirred at 0C for 10min. Next, the reaction mixture was gently warmed to 110C for 6h, and then filtered, concentrated, and purified by preparative TLC on silica gel plates to give the pure product 8a-b [or 11a-b]. Characterization data of new ligand 8a: Yield: 80%; mp: 46-48C. [alpha]D20=+352 (c 0.2, CHCl3). 1H NMR (400MHz, CDCl3) delta 8.12 (s, 2H), 7.92 (dd, J=18.9, 13.6Hz, 2H), 7.50 (t, J=8.5Hz, 4H), 7.44-7.21 (m, 12H), 4.90 (dd, J=27.3, 13.3Hz, 4H), 4.80-4.68 (m, 4H), 2.43-2.28 (m, 6H). 13C NMR (100MHz, CDCl3) delta 147.6, 147.5, 138.4, 138.3, 132.4, 132.0, 131.0, 130.6, 130.5, 130.3, 128.6, 128.5, 128.4, 128.3, 127.8, 127.7, 127.6, 127.5, 126.9, 126.8, 125.8, 125.7, 124.9, 124.7, 124.0, 123.9, 122.7, 73.1, 72.8, 68.12, 68.10, 67.7, 35.6, 35.4. 31P NMR (162MHz, CDCl3) delta 148.62. IR(KBr) nu 3056, 2968, 2963, 2857, 1450, 1350, 1108, 1018, 900, 742, 965cm-1. HRMS (ESI) m/z: Calcd for C38H34NO4P [M+H]+: 600.2304 found: 600.2306, 1608-26-0
1608-26-0 N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine 15355, achiral-phosphine-ligands compound, is more and more widely used in various fields.
Reference£º
Article; Zhao, Wenxian; Wang, Tao; Zhao, Ruijuan; Xie, Huanping; Liu, Lantao; Tetrahedron Asymmetry; vol. 27; 4-5; (2016); p. 157 – 162;,
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