Analyzing the synthesis route of 1070663-78-3

1070663-78-3 Dicyclohexyl(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine 25112535, achiral-phosphine-ligands compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1070663-78-3,Dicyclohexyl(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine,as a common compound, the synthetic route is as follows.

1070663-78-3, EXAMPLE FORTY-THREE: Synthesis of BrettPhosPdPhBr (17); In a nitrogen filled glovebox, a solution of BrettPhos (1, 23.6 mg, 44 mumol), bromobenzene (30 muL) and THF (2 mL) was added to solid (COD)Pd(CH2SiPhMe2)2 (20.4 mg, 40 mumol) (COD = 1,5-cyclooctadiene) in an oven-dried 20 mL vial. (The THF used in this experiment was prepared as escribed in the general procedures set forth in Example 7, then sparged with N2 for 30 min and stored over activated 3 A molecular sieves in a glovebox prior to use.) Pan, Y.; Young, G. B. J Organomet. Chem. 1999, 577, 257 ‘. The vial was capped, and the resulting yellow solution was allowed to stand for 48 h at rt. After this time, pentane (8 mL) was layered on top of the THF solution and the vial was allowed to stand for 24 h resulting in the formation of crystals. After 24 h, the crystals were collected via vacuum filtration in the glovebox, and dried under vacuum to provide 17 (24 mg, 75%) as light-yellow needles as a THF mono-solvate: 1H NMR (400 MHz, CD2Cl2, mixture of rotomers) delta 7.26-7.29 (m, 2H – minor), 7.00-7.06 (m, major and minor), 6.82- 6.92 (m, major and minor), 6.75-6.79 (m, IH – minor, IH – major), 4.33 (s, 3H – minor), 3.79 (s, 3H -major), 3.59 (s, 3H – minor), 3.33 (s, 3H – major), 3.00-3.08 (m, IH – major), 2.88-2.92 (m, IH – major), 2.72-2.82 (m, 2H – major), 2.46-2.53 (m, 2H – major), 2.32- 2.37 (m, 2H -minor), 1.50-1.90 (m, major and minor), 1.05-1.45 (m), 0.75-0.90 (m, 12H – major and minor), 0.55-0.65 (m, 2H – minor); 31P NMR (162 MHz, CD2Cl2, mixture of rotomers) delta 44.9 (minor), 36.9 (major).

1070663-78-3 Dicyclohexyl(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine 25112535, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; WO2009/76622; (2009); A2;,
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