Category: chiral-phosphine-ligands

13689-19-5, Tricyclohexylphosphine oxide is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2. Conversion of Tricyclohexylphosphine Oxide to Tricyclohexylphosphine Hydrochloride and Tricyclohexylphosphine; The apparatus used was a 250 ml flask with Teflon paddle stirrer, thermometer, unimmersed gas introduction tube with rotameter and excess pressure release valve (0.1 bar), a reflux cooler with cryostat and downstream dry ice cooler and an NaOH scrubbing tower. The reflux condenser was cooled to -15 C. The flask was initially charged with 8.0 g (0.027 mol) of tricyclohexylphosphine oxide in 60 ml of anhydrous toluene at room temperature, and the phosgene introduction was commenced. The initially clear colorless solution became cloudy immediately and an exothermic reaction set in, which could be controlled by throttling the phosgene introduction such that the temperature of the reaction mixture did not exceed 38 C. In addition, gas evolution set in. The phosgene introduction was continued until the gas evolution had ended (11.1 g; 0.112 mol of phosgene). Subsequently, the reaction mixture was stirred for another 30 minutes, while the temperature fell to 25 C. To remove excess phosgene, the mixture was heated to 40 C. with introduction of nitrogen for 240 minutes, and then further nitrogen was introduced at room temperature overnight for complete removal of phosgene. After adding 50 ml of toluene and stirring for 30 minutes, the flask contents (130 g) were transferred to a miniautoclave in a glove box under argon, and the autoclave was purged twice with 150 bar of nitrogen and then twice with 150 bar of hydrogen. The reaction mixture was heated to 160 C. with stirring and 100 bar of hydrogen were injected. After 48 hours, within which the pressure fell to 97 bar, the mixture was cooled and decompressed. The white flaky precipitate formed was filtered off under argon and washed twice with 10 ml of toluene each time. After the solvent had been removed under reduced pressure, 7.4 g (86% of theory) of tricyclohexylphosphine hydrochloride were obtained as a white solid.31P NMR (1H-coupled) (145 MHz; toluene-d8): delta=28.00 (d, JP-H=440 Hz).Elemental analysis (dihydrochloride): C18H35Cl2PCalculated: C, 60.8; H, 10.5; P, 8.7.Found: C, 61.1; H, 10.2; P, 8.4.

The synthetic route of 13689-19-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Basf SE; US2010/137643; (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

1608-26-0, N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 6 (526.211 eq) was added to the Schlenk tube,After evacuation of nitrogen,The system was cooled to 0 C,And the reaction vessel was added at this temperatureP (NMe2) 3 (1.3 eq),Reaction at 0 C for 10 min,Then rose to 110 C,TLC detection to complete reaction,Separation by column chromatography to give a white solid,The yield was 80%

The synthetic route of 1608-26-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shangqiu Teachers College; Zhengzhou University; Zhao, Wenxian; Chao, Ruiqing; Li, Gaowei; Xu, Kai; Wang, Tao; Wang, Xiaojuan; Zhao, Ruijuan; Liu, Lantao; (16 pag.)CN104530122; (2016); B;,
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.50777-76-9,2-(Diphenylphosphino)benzaldehyde,as a common compound, the synthetic route is as follows.

Under argon a solution of 2-(ethylthio)ethanamine (0.36 g, 3.44 mmol) in THF (3 ml) is added to a solution of 2-(diphenylphosphino)benzaldehyde (1.00 g, 3.44 mmol) in THF (10 ml). After stirring for 12 h at 72¡ã C. the reaction mixture is cooled to 0¡ã C., DCM (3 ml) is added and the solvents are evaporated under vacuo. SNP-ligand N-(2-(diphenylphosphino)benzylidene)-2-(ethylthio)ethan-amine is obtained as an orange solid (1.20 g, 92percent). Analytical data: 1H-NMR (400 MHz, CDCl3): 8.92 (d, J=4.80, 1H), 8.00 (m, 1H), 7.41 (m, 1H), 7.38-7.28 (m, 11H), 6.91 (m, 1H), 3.70 (dt, J=1.26, 7.07, 2H), 2.62 (t, J=7.33, 2H), 2.50 (q, J=7.33, 2H), 1.23 (t, J=7.33, 3H). 13C-NMR (400 MHz, CDCl3): 161.12, 139.67, 137.93, 136.96, 136.87, 134.42, 133.77, 130.74, 129.28, 129.01, 128.13, 61.64, 32.56, 26.49, 15.28. 31P-NMR (500 MHz, CDCl3): ?13.55 (s, 1P). GC/MS: 377 (6percent, M+), 348 (54percent, [M?29]+), 288 (100percent), 226 (20percent), 208 (14percent), 183 (28percent), 165 (14percent), 107 (11percent), 89 (34percent), 61 (14percent).

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Reference£º
Patent; GIVAUDAN SA; GEISSER, Roger Wilhelm; OETIKER, Juerg Daniel; SCHROeDER, Fridtjof; (17 pag.)US2016/326199; (2016); 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.657408-07-6,Dicyclohexyl(2′,6′-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine,as a common compound, the synthetic route is as follows.

Step 1. A mixture of 8.1 g (51.5 mmol) of 2-bromopyridine, 7 g (51.5 mmol) o-tolylboronic acid, 0.47 g (0.51 mmol) of Pd2(dba)3, 0.84 g (2.06 mmol) of 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl and 32 g (154.5 mmol) of potassium phosphate tribasic, 100 mL of toluene and 30 mL of water was purged with nitrogen. The solution was heated to reflux for 12 hours. Upon cooling, the organic layer was separated, and dried with MgSO4. The product was separated by column chromatography using hexanes/ethyl acetate (5% ethyl acetate) as the eluent. The solvent was removed by rotary evaporation, and the product was dried under vacuum resulting in 6 g (35.5 mmol) of 2-(o-tolyl)pyridine.

657408-07-6 Dicyclohexyl(2′,6′-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine 11269872, achiral-phosphine-ligands compound, is more and more widely used in various.

Reference£º
Patent; Alleyne, Bert; US2009/124805; (2009); 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.17261-28-8,2-(Diphenylphosphino)benzoic acid,as a common compound, the synthetic route is as follows.

General procedure: To a diethyl ether solution (20 mL) of AgCF3SO3 (51 mg,0.2 mmol) was added the corresponding phosphinobenzoic acid(61 mg, 0.2 mmol), and the reaction stirred for 2 h protected fromthe light. The insoluble compounds were filtered off, washed anddried. A second fraction was obtained by evaporation ca. 2 ml and addition of hexane. Compounds 1?2 were obtained as whitesolids. Yield of 1: 78 mg, 70percent. Anal. Calc. for C40H30Ag2F6O10P2S2:C, 42.65; H, 2.68; N, 0. Found: C, 42.37; H, 2.75; N, 0percent. 1H NMR(d6-acetone): d 8.37 (d, JHH = 7.6 Hz, 1H, H6), 7.76 (td, JHH = 7.6 Hz,JHP = 1.4 Hz, 1H, H5), 7.70 (td, JHH = 7.6 Hz, JHP = 1.4 Hz, 1H, H4),7.59?7.45 (m, 10H, Ph), 7.04 (t, JHP = JHH = 7.8 Hz, 1H, H3). 1HNMR (50 C, d6-acetone): d 12.49 (brs, 1H, COOH), 8.40 (ddd,JHH = 7.5 and 1.5 Hz, JHP = 4.4 Hz, 1H, H6), 7.82 (t, JHH = 7.5 Hz, 1H,H5), 7.77 (t, JHH = 7.5 Hz, 1H, H4), 7.60?7.43 (m, 10H, Ph),6.94 (ddd, JHP = 9.2 and 1.2 Hz, JHH = 7.5 Hz, 1H, H3). 19F NMR(d6-acetone): 77.58 (s). 31P NMR (d6-acetone): 15.6 (brs).31P NMR (50 C, d6-acetone): 15.5 (d, 1J107Ag?31P = 736 and1J109Ag?31P = 849 Hz). IR (KBr): 3060 m(O?H), 1673 m(CO), 1257,1223, 1209, 635 (CF3SO3) cm?1. Yield of 2: 91 mg, 81percent. Anal. Calc.for C20H15AgF3O5PS: C, 42.65; H, 2.68; N, 0. Found: C, 42.60; H,2.84; N, 0percent. 1H NMR (d6-acetone): d 11.5 (brs, 1H, COOH), 8.13(d, JHH = 8.0 Hz, 2H, H2), 7.68?7.55 (m, 12H, H3+Ph). 1H NMR(50 C, d6-acetone): d 12.54 (brs, 1H, COOH), 8.15 (dd, JHP =1.6 Hz, JHH = 8.4 Hz, 2H, H2), 7.68?7.53 (m, 12H, H3+Ph). 19F NMR(d6-acetone): 77.6 (s). 31P NMR (d6-acetone): 14.5 (d, 1JAg?P =721 Hz). 31P NMR (50 C, d6-acetone): 13.8 (d, 1J107Ag-31P = 690and 1J109Ag-31P = 795 Hz). IR (KBr): 3054 m(O?H), 1687 m(CO),1223, 635 (CF3SO3) cm1.

As the paragraph descriping shows that 17261-28-8 is playing an increasingly important role.

Reference£º
Article; Miguel-Coello, Ana B.; Bardaji, Manuel; Inorganica Chimica Acta; vol. 423; PA; (2014); p. 219 – 224;,
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

12150-46-8, 1,1-Bis(diphenylphosphino)ferrocene is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 7-Carbomethoxy-benzopyran-4-one To a stirred solution of 7-trifluoromethylsulfonyloxy-benzopyran-4-one (7.89 g, 26.6 mmole) in DMF (54 ml) was added methanol (21.6 ml), palladium acetate (110 mg, 0.533 mmole), DPPF (590 mg, 1,066 mmole) and triethylamine (7.477 ml, 53.3 mmole). Carbon monoxide gas was bubbled through the solution for 5 minutes, and the mixture was stirred at 50¡ã C. for 3 hours under 1 atmosphere of CO. After cooling, the mixture was poured into 120 ml of 1M sulfuric acid and extracted with 2*75 ml of ethylacetate. The combined organic fractions were washed with brine, dried over MgSO4, and filtered. Solvent evaporation in vacuo and chromatography (silica gel 1:1 hexane:ether) gave 5.19 g of the title compound (94percent yield). 1 H-NMR (300 MHz, CDCl3): 7.96 (1H, d, J=9.2 Hz), 7.60-7.65 (2H, m), 4.6 (2H, t, J=6.7 Hz), 2.88 (2H, t, J=6.7 Hz).

As the paragraph descriping shows that 12150-46-8 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; US5550152; (1996); A;,
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.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.

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.

As the paragraph descriping shows that 1070663-78-3 is playing an increasingly important role.

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.50777-76-9,2-(Diphenylphosphino)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 2-(diphenylphosphino)benzaldehyde (0.29 g, 1 mmol) and 4-methyl-3-thiosemicarbazide (0.10 g, 1 mmol) in ethanol (20 mL) were added 2?3 drops of glacial acetic acid. The pale yellow solution was heated under reflux over a 2 h period, and then concentrated to dryness. The resulting yellow oil was treated with diethyl ether (2 5 mL). The pale yellow precipitate was filtered off, washed with diethyl ether (10 mL) and dried under vacuo

The synthetic route of 50777-76-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ramachandran, Rangasamy; Prakash, Govindan; Vijayan, Paranthaman; Viswanathamurthi, Periasamy; Grzegorz Malecki, Jan; Inorganica Chimica Acta; vol. 464; (2017); p. 88 – 93;,
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 559 31 mg of 3-nitrophenol, 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. After the reaction mixture was cooled to room temperature, 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 1 hour. 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 2-(benzamido)-4-(3-nitrophenoxy)benzoate.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6224-63-1,Tri-m-tolylphosphine,as a common compound, the synthetic route is as follows.

Reaction of glyoxylic acid (1.08 g, 11.7 mmol) in dry diethyl ether (100 mL) with tris-(m-tolyl)phosphane (3.56 g, 11.7 mmol) in dry diethyl ether (20 mL) at room temperature and work up as described for 3a gave 2.18 g (49percent) of a white powder of 3b.

As the paragraph descriping shows that 6224-63-1 is playing an increasingly important role.

Reference£º
Article; Basvani, Kaleswara Rao; Fomina, Olga S.; Yakhvarov, Dmitry G.; Heinicke, Joachim; Polyhedron; vol. 67; (2014); p. 306 – 313;,
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