Category: 564483-19-8

564483-19-8, Di-tert-butyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

564483-19-8, Example 571 91 mg of 2,4-dichlorophenol was added to 2.1 mL of toluene suspension containing 22 mg of 60% sodium hydride at room temperature, and the resulting mixture was heated to reflux under nitrogen atmosphere for 15 minutes. After the reaction mixture was cooled to room temperature, 70 mg of tert-butyl 2-(benzamido)-4-bromobenzoate, 4.7 mg of 2-(di-tert-butylphosphino)-2′,4′,6′-triisopropylbiphenyl and 6.8 mg of tris(dibenzylideneacetone)dipalladium(0) were added and the resulting mixture was heated to reflux under nitrogen atmosphere for 6 hours. After the reaction mixture was cooled to room temperature, 61 mg of 2,4-dichlorophenol, 15 mg of 60% sodium hydride, 4.7 mg of 2-(di-tert-butylphosphino)-2′,4′,6′-triisopropylbiphenyl and 6.8 mg of tris(dibenzylideneacetone)dipalladium(0) were added and the resulting mixture was heated to reflux under nitrogen atmosphere for 10 hours. After the reaction mixture was cooled to room temperature, 10% citric acid aqueous solution and ethyl acetate were added and insoluble were removed by filtration. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium chloride aqueous solution, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [PSQ100B (spherical) manufactured by Fuji Silysia Chemical Ltd., eluent; hexane: ethyl acetate = 20:1] to obtain tert-butyl 2-(benzamido)-4-(2,4-dichlorophenoxy)benzoate.

564483-19-8 Di-tert-butyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine 11618717, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Patent; TOYAMA CHEMICAL CO., LTD.; EP1820795; (2007); A1;,
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

564483-19-8, Di-tert-butyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: [(allyl)PdCl]2 (183 mg, 0.50 mmol); 22 AgOTf (257 mg, 1.00 mmol); 27 tBuXPhos (425 mg, 1.00 mmol); 24 THF (10.0 mL); 2 h. Product obtained as a slightly yellow solid (708 mg, 98%); 1H NMR (400 MHz, CDCl3, delta): 7.92 (t, J=7.3 Hz, 1H), 7.59-7.47 (m, 3H), 7.42-7.40 (m, 1H), 6.79 (dd, J=3.2 Hz, 7.5 Hz, 1H), 5.72 (sept, J=7.2 Hz, 1H), 4.49 (d, J=6.7 Hz, 1H), 3.52 (dd, J=9.0 Hz, 14.0 Hz, 1H), 3.03 (quint, J=7.1 Hz, 1H), 2.93 (d, J=12.9 Hz, 1H), 2.67-2.62 (m, 1H), 2.50 (quint, J=7.1 Hz, 1H), 2.26 (quint, J=6.9 Hz, 1H), 1.49-1.40 (m, 9H), 1.40-1.28 (m, 21H), 0.96 (d, J=6.7 Hz, 3H), 0.88 (d, J=6.7 Hz, 3H); 13C NMR (100 MHz, CDCl3, delta): 153.6, 152.7, 149.2, 146.0, 145.8, 135.1 (2 peaks), 134.9, 133.7, 133.6, 131.7, 131.6, 128.3, 128.2, 126.6, 126.2, 125.8, 122.6, 120.3 (2 peaks), 120.1 (2 peaks), 119.4, 116.2, 101.3, 101.1, 55.5, 38.3 (2 peaks), 38.2, 38.1, 33.9, 32.0, 31.7, 31.2, 31.1, 30.9, 30.8, 25.9, 25.4, 24.9, 24.5 (2 peaks), 24.1 [Observed complexity due to C-F and C-P coupling]; 19F NMR (372 MHz, CDCl3, delta): -78.1 (s, 3F); 31P NMR (162 MHz, CDCl3, delta): 70.1; Anal. calcd. for C33H50O3F3PSPd: C, 54.96; H, 6.99. Found C, 54.84; H, 7.13., 564483-19-8

The synthetic route of 564483-19-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Johnson Matthey Public Limited Company; Colacot, Thomas; Jon Deangelis, Andrew; (66 pag.)US9777030; (2017); B2;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.564483-19-8,Di-tert-butyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine,as a common compound, the synthetic route is as follows.

564483-19-8, Example 73 Synthesis of (R)-3-((3-(5-Amino-3,6,6-trimethyl-1,1-dioxido-3,6-dihydro-2H-1,4-thiazin-3-yl)-4-fluorophenyl)amino)thieno[3,2-b]pyridine-6-carbonitrile A microwave vial was charged with (R)-5-amino-3-(5-bromo-2-fluorophenyl)-3,6,6-trimethyl-3,6-dihydro-2H-1,4-thiazine 1,1-dioxide (125 mg, 0.344 mmol), 3-aminothieno[3,2-b]pyridine-6-carbonitrile (90 mg, 0.516 mmol), 2-di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl (43.9 mg, 0.103 mmol), sodium tert-butoxide (93 mg, 0.964 mmol), tris(dibenzylideneacetone)dipalladium(0) (31.5 mg, 0.034 mmol), and toluene (1.72 mL). The vial was purged with argon, sealed, and irradiated in a microwave reactor at 100 C. for 1.5 hours. The reaction was diluted with water and extracted with ethyl acetate; the organic layer was concentrated. The crude product was purified via silica gel chromatography, eluting with 20-100% ethyl acetate in hexane, to the title compound (50 mg, 0.109 mmol, 32% yield). LC/MS (ESI+) m/z=458 (M+H). 1H NMR (400 MHz, DMSO-d6) 9.07 (d, J=1.9 Hz, 1H), 9.06 (d, J=1.9 Hz, 1H), 8.46 (s, 1H), 7.52 (dd, J=2.9, 7.2 Hz, 1H), 7.49 (s, 1H), 7.17-7.24 (m, 1H), 7.06 (dd, J=8.8, 11.9 Hz, 1H), 6.09 (br. s., 2H), 3.66 (d, J=15.5 Hz, 1H), 3.51 (d, J=15.5 Hz, 1H), 1.63 (s, 3H), 1.58 (s, 3H), 1.47 (s, 3H).

564483-19-8 Di-tert-butyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine 11618717, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Patent; LEWIS, Richard T.; ALLEN, Jennifer R.; CHENG, Yuan; CHOQUETTE, Deborah; EPSTEIN, Oleg; GUZMAN-PEREZ, Angel; HARRINGTON, Paul E.; HUA, Zihao; HUNGATE, Randall W.; HUMAN, Jason Brooks; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; MINATTI, Ana Elena; OLIVIERI, Philip; ROMERO, Karina; RUMFELT, Shannon; RZASA, Robert M.; SCHENKEL, Laurie; STELLWAGEN, John; WHITE, Ryan; XUE, Qiufen; ZHENG, Xiao; ZHONG, Wenge; US2014/107109; (2014); A1;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.564483-19-8,Di-tert-butyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine,as a common compound, the synthetic route is as follows.

564483-19-8, General procedure: [(crotyl)PdCl]2 (197 mg, 0.50 mmol); 22 AgOTf (257 mg, 1.00 mmol); 27 tBuXPhos (425 mg, 1.00 mmol); 2-MeTHF (10.0 mL); 2 h. Product obtained as a slightly yellow solid (722 mg, 98%); The spectral properties are complicated due to the presence of isomers. 1H NMR (400 MHz, CDCl3, delta): Complex spectrum, see FIG. 1; 13C NMR (100 MHz, CDCl3, delta): 153.4, 152.3, 152.0, 146.4, 146.2, 146.0, 145.8, 144.1, 135.0, 134.9, 134.7, 134.4, 134.1, 133.7, 133.6, 133.3, 133.2, 131.5 (2 peaks), 131.4 (2 peaks), 128.1 (2 peaks), 128.0, 127.1, 126.1, 125.7, 124.6, 124.1, 122.9, 122.8, 122.5, 121.7, 121.4, 119.3, 112.9 (2 peaks), 48.3, 38.9, 38.8, 38.3, 38.1, 37.5, 37.3, 33.8, 33.5, 32.0, 31.9, 31.7, 31.6, 31.3, 31.1 (2 peaks), 31.0 (2 peaks), 30.7 (2 peaks), 26.2, 25.6, 25.5, 25.4, 25.1, 24.9, 24.3, 24.2, 24.0 (2 peaks), 23.7, 23.4, 22.8, 16.4 (2 peaks) [Observed complexity due to C-F and C-P coupling]; 19F NMR (372 MHz, CDCl3, delta): -77.9 (s, 3F); 31P NMR (162 MHz, CDCl3, delta): 72.2, 71.7, 66.7; Anal. calcd. for C34H52O3F3PSPd: C, 55.54; H, 7.13. Found C, 55.66; H, 6.99.

564483-19-8 Di-tert-butyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine 11618717, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Patent; Johnson Matthey Public Limited Company; Colacot, Thomas; Jon Deangelis, Andrew; (66 pag.)US9777030; (2017); B2;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.564483-19-8,Di-tert-butyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine,as a common compound, the synthetic route is as follows.

Example 537 26 mg of 5-hydroxy-1-methyl-1H-indole, 64 mg of tripotassium phosphate, 3.8 mg of 2-(di-tert-butylphosphino)-2′,4′,6′-triisopropylbiphenyl and 5.5 mg of tris(dibenzylideneacetone)dipalladium(0) were added to 1.0 mL of toluene solution containing 50 mg of methyl 2-(benzamido)-4-bromobenzoate at room temperature, and the resulting mixture was heated to reflux under nitrogen atmosphere for 2 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and 10% citric acid aqueous solution were added and insoluble were removed by filtration. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium chloride aqueous solution, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [PSQ100B (spherical) manufactured by Fuji Silysia Chemical Ltd., eluent; hexane: ethyl acetate = 5:1] to obtain 53 mg of methyl 2-(benzamido)-4-(1-methyl-1H-indol-5-yloxy)benzoate as pale yellow solid. 1H-NMR (CDCl3) delta: 3.83 (3H, s), 3.93 (3H, s), 6.47 (1H, dd, J = 3.1, 0.9 Hz), 6.63 (1H, dd, J = 9.0, 2.6 Hz), 7.02 (1H, dd, J = 8.8, 2.2 Hz), 7.10 (1H, d, J = 2.9 Hz), 7.32-7.38 (2H, m), 7.47-7.57 (3H, m), 7.97-8.03 (3H, m), 8.58 (1H, d, J = 2.6 Hz), 12.14 (1H, s)., 564483-19-8

The synthetic route of 564483-19-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TOYAMA CHEMICAL CO., LTD.; EP1820795; (2007); A1;,
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

564483-19-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.564483-19-8,Di-tert-butyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine,as a common compound, the synthetic route is as follows.

General procedure: In a nitrogen-filled glovebox, phosphine ligand (0.21 mmol,1.00 eq.) and [(1,5-cyclooctadiene) Pd(CH2TMS)2] (80 mg,0.21 mmol, 1.00 eq.) were suspended in pentane (5.0 mL). The reaction mixture was stirred vigorously at room temperature, duringwhich time a solid precipitated from solution. After 48 h, thenon-homogenous mixture was filtered though a sintered glass frit.The filter cake was washed with pentane (10.0 mL) to yield thedesired complex. 9: Yellow-green solid (Yield: 106 mg, 79%). IR (neat): 2931,2850, 1580, 1456, 1419, 1376, 1359, 1293, 1252, 1170, 1155,1087, 1044, 1013, 929, 870, 851, 798, 746, 715 cm1.

The synthetic route of 564483-19-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Lee, Hong Geun; Milner, Phillip J.; Colvin, Michael T.; Andreas, Loren; Buchwald, Stephen L.; Inorganica Chimica Acta; vol. 422; (2014); p. 188 – 192;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.564483-19-8,Di-tert-butyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine,as a common compound, the synthetic route is as follows.

564483-19-8, Example 16 3-(3-tert-Butyl-5-phenoxy-phenyl)-1H-pyridin-2-one (I-45) step 1-A mixture of 3-(3-bromo-5-tert-butyl-phenyl)-2-methoxy-pyridine (123 mg, 0.384 mmol), phenol (46 mg, 0.489 mmol), Pd(OAc)2 (4.1 mg, 0.018 mmol), 2-di-tert-butylphosphino-2′,4′,6′-tri-isopropyl-1,1′-biphenyl (9.9 mg, 0.023 mmol) and K3PO4 (167 0.787 mmol)) in a Schlenk flask was purged with argon before toluene (5 mL) was added. The reaction under an argon atmosphere was heated overnight at 115 C. The reaction was cooled to RT, filtered through CELITE, and the filtrate was concentrated. The crude residue was purified by SiO2 chromatography eluding with an EtOAc/hexane gradient (0 to 2% EtOAc) to afford 40 mg (41%) of 3-(3-tert-butyl-5-phenoxy-phenyl)-2-methoxy-pyridine (124). step 2-A solution of 124 (52 mg, 0.157 mmol), 48% HBr (50 L, 0.436 mmol) and HOAc (3 mL) in sealed tube was heated at 70 C. overnight. The reaction mixture was cooled to RT, carefully poured into a cold saturated aqueous NaHCO3 and then extracted with EtOAc. The organic layer was washed with brine, dried (Na2SO4), filtered and concentrated. The crude residue was purified on a preparative SiO2 TLC plate developed with 66% EtOAc/hexanes to afford 48 mg (96%) of I-45 as a foam.

As the paragraph descriping shows that 564483-19-8 is playing an increasingly important role.

Reference£º
Patent; Roche Palo Alto LLC; US2010/21423; (2010); A1;,
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

564483-19-8, Di-tert-butyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

564483-19-8, tBuXPhos (232 mg, 0.546 mmol) was added inone portion at -78C to a solution of ketone 1 (192 mg, 0.546mmol) in CH2Cl2 (5mL) and the resulting slurry allowed to warmto r.t. while it was stirred. The solvent was then removed undervacuum and the crude product washed with MeOH to afford 7as a white solid (321 mg, 76%).

As the paragraph descriping shows that 564483-19-8 is playing an increasingly important role.

Reference£º
Article; Ines, Blanca; Holle, Sigrid; Bock, Dominique A.; Alcarazo, Manuel; Synlett; vol. 25; 11; (2014); p. 1539 – 1541;,
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

564483-19-8, Di-tert-butyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

564483-19-8, Example 558 52 mg of tert-butyl 5-hydroxy-1H-indole-1-carboxylate, 79 mg of tripotassium phosphate, 4.7 mg of 2-(di-tert-butylphosphino)-2′,4′,6′-triisopropylbiphenyl and 6.8 mg of tris(dibenzylideneacetone)dipalladium(0) were added to 1.4 mL of toluene solution containing 70 mg of tert-butyl 2-(benzamido)-4-bromobenzoate at room temperature, and the resulting mixture was heated to reflux under nitrogen atmosphere for 2 hours and 30 minutes. After the reaction mixture was cooled to room temperature, ethyl acetate and 10% citric acid aqueous solution were added and insoluble were removed by filtration. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium chloride aqueous solution, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [PSQ100B (spherical) manufactured by Fuji Silysia Chemical Ltd., eluent; hexane: ethyl acetate = 10:1] to obtain tert-butyl 5-(3-(benzamido)-4-(tert-butoxycarbonyl)phenoxy)-1H-indole-1-carboxylate.

As the paragraph descriping shows that 564483-19-8 is playing an increasingly important role.

Reference£º
Patent; TOYAMA CHEMICAL CO., LTD.; EP1820795; (2007); A1;,
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

564483-19-8, Di-tert-butyl(2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

564483-19-8, Synthesis of the Intermediate Imines E8 Intermediate E8.1 Under argon in a sealed tube were added to a solution of (S)-N-(bis(4-methoxyphenyl)(phenyl)methyl)-4-(5-bromo-2-fluorophenyl)-4-(difluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine (intermediate E7.1) (725 mg, 1.16 mmol) in toluene (15 ml) sodium tert-butoxide (334 mg, 3.48 mmol), 2-di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl (73.8 mg, 174 mumol) and tris(dibenzylideneacetone)dipalladium(0) chloroform adduct (60.0 mg, 58.0 mumol) and benzophenone imine (420 mg, 389 mul, 2.32 mmol), the tube was sealed under argon and the mixture was stirred at 105 C. for 4 h. The brown solution was extracted with ethyl acetate/water. The organic layer was washed with brine, dried over Na2SO4, filtered and evaporated to give a brown oil. The residue was chromatographed on 20 g silica gel with ethyl acetate 0-50% to give (S)-N-(bis(4-methoxyphenyl)(phenyl)methyl)-4-(difluoromethyl)-4-(5-(diphenylmethyleneamino)-2-fluorophenyl)-5,6-dihydro-4H-1,3-oxazin-2-amine (525 mg, 723 mumol, 62.4% yield) as a yellow oil. MS (ISP): m/z=726.8 [M+H]+.

The synthetic route of 564483-19-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hoffmann-La Roche Inc.; Woltering, Thomas; US2014/80819; (2014); A1;,
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