Tag: M.W:400-500

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.787618-22-8,Dicyclohexyl(2′,6′-diisopropoxy-[1,1′-biphenyl]-2-yl)phosphine,as a common compound, the synthetic route is as follows.

General procedure: Representative procedure for the preparation of rPdtoptionally substituted (Ri?), allyl)(liqand)(X) complexes: A dry Schlenk tube is charged with the ligand (4.74 mmol) and [(optionally substituted (Ri2)m- allyl)PdCI]2 (2.36 mmol). The tube is evacuated and backfilled with nitrogen a total of three times. 10 mL of anhydrous solvent (such as THF or toluene) is added and the mixture is stirred at room temperature for a period of time (e.g . 20 minutes). Pentane (5 mL) or hexanes is added to fully precipitate the product. The product is collected by vacuum filtration, washed (3 x 10 mL of pentane, or hexanes) and dried under vacuum, 787618-22-8

787618-22-8 Dicyclohexyl(2′,6′-diisopropoxy-[1,1′-biphenyl]-2-yl)phosphine 121592071, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Patent; JOHNSON MATTHEY PUBLIC LIMITED COMPANY; COLACOT, Thomas; CHOW, Ruishan; JON DEANGELIS, Andrew; WO2015/189554; (2015); 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, 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

13991-08-7, 1,2-Bis(diphenylphosphino)benzene is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

An oven dried 200 mL two-necked flask equipped with a magnetic stirring bar and a reflux condenser was charged with a solution of anhydrous lion (II) bromide (1.5 g, 6.95 mmol) and 1,2-bis (diphenylphosphino) benzene (3.41 g, 7.65 mmol) in ethanol (70 mL). The reaction flask was heated to 80 C for 18 hours, at this time pale brown colored precipitate was formed. The reaction mixture was cooled to room temperature. Filtered the brown solid and was washed with 100 mL of hot ethanol. The resulting yellowish brown solid 5a (3.54 g, 77%) was dried under high vacuum for 12 hours.

13991-08-7, As the paragraph descriping shows that 13991-08-7 is playing an increasingly important role.

Reference£º
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; KISHI, Yoshito; YAHATA, Kenzo; KUMAR, Vemula, Praveen; VADDELA, Sudheer, Babu; (137 pag.)WO2019/9956; (2019); 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.564483-18-7,2-(Dicyclohexylphosphino)-2′,4′,6′-tri-i-propyl-1,1′-biphenyl,as a common compound, the synthetic route is as follows.

564483-18-7, Example 44A N-(2-Chloro-4-nitrophenyl)-1H-pyrrolo[2,3-b]pyridine-4-amine Variant A: A solution of 200 mg (1.31 mmol) of 4-chloro-1H-pyrrolo[2,3-b]pyridine, 271 mg (1.57 mmol) of 2-chloro-4-nitroaniline, 60 mg (0.07 mmol) of tris(dibenzylideneacetone)dipalladium, 62 mg (0.13 mmol) of dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine and 399 mg (2.88 mmol) of potassium carbonate in 2.00 ml of degassed tert-butanol is stirred in a sealed pressure vessel at 100 C. for 3 h. The mixture is then cooled to RT, and a further 136 mg (0.79 mmol) of 2-chloro-4-nitroaniline, 31 mg (0.07 mmol) of dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine and 30 mg (0.04 mmol of tris(dibenzylideneacetone)dipalladium are added and the mixture is stirred at 100 C. for a further 3 h. Variant B: A mixture of 200 mg (1.31 mmol) of 4-chloro-1H-pyrrolo[2,3-b]pyridine, 678 mg (3.93 mmol) of 2-chloro-4-nitroaniline, 60 mg (0.07 mmol) of tris(dibenzylideneacetone)dipalladium, 62 mg (0.13 mmol) of dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine and 399 mg (2.88 mmol) of potassium carbonate and 2.50 ml of degassed tert-butanol is stirred in a sealed pressure vessel at 100 C. for 3 h. After cooling to RT, the reaction mixtures of both synthesis variants are filtered through Celite, the Celite is washed with ethyl acetate and the filtrates are concentrated under reduced pressure. The residue is subjected to column chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 10:1 to 100% ethyl acetate). This gives 145 mg of the partially purified product (purity 67%), 30 mg of which are purified by preparative HPLC. LC-MS (Method 1): Rt=1.28 min. MS (ESI pos.): m/z=289 (M+H)+. 1H-NMR (DMSO-d6, 300 MHz): delta=6.14-6.23 (m, 1H), 6.90 (d, 1H), 7.15 (d, 1H), 7.31-7.40 (m, 1H), 8.08 (dd, 1H), 8.12 (d, 1H), 8.34 (d, 1H), 9.01 (s, 1H), 11.68 (s, 1H).

564483-18-7 2-(Dicyclohexylphosphino)-2′,4′,6′-tri-i-propyl-1,1′-biphenyl 11155794, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Patent; Bayer HealthCare AG; US2008/269268; (2008); 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, 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

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

787618-22-8, Dicyclohexyl(2′,6′-diisopropoxy-[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: After purging with argon, a scintillation vial (10 mL), which was equipped with amagnetic stir bar, was charged with RuPhos (1 equiv), the aryl containing drug or the drugderivative, and [(L5-COD)Pd(CT-iSi~1fe3)] (l. l equiv) dissolved in tetrahydrofuran (THF,0.2 M). The closed vial was purged with argon and stined for 16 h. The resulting precipitatewas tlltered, washed with pentane (3 X 3 mL), and dried under reduced pressure to afford theoxidative addition complex (Figure 3). Other potential aryl containing drugs or drugderivatives are shown in Figure 4., 787618-22-8

The synthetic route of 787618-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; BUCHWALD, Stephen, L.; PENTELUTE, Bradley, L.; ZHANG, Chi; (170 pag.)WO2017/151910; (2017); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7688-25-7,1,4-Bis(diphenylphosphino)butane,as a common compound, the synthetic route is as follows.

10. Preparation of 1-Ethyl-4-(2-chloro-3-(2-methoxyethoxy)-4-methylsulfonylbenzoyl)-5-hydroxypyrazole from 1,2-Dichloro-3-(2-methoxyethoxy)-4-methylsulfonylbenzene A solution of 10.0 g (35 mmol) of 1,2-dichloro-3-(2-methoxyethoxy)-4-methylsulfonylbenzene in 500 g of anhydrous dioxane was placed in a 1 L Hastalloy C pressure reactor equipped with a mechanical stirrer and was purged with nitrogen. The following were then added: 7.48 g (70 mmol) of 1-ethyl-5-hydroxypyrazole, 8.16 g (77 mmol of sodium carbonate, 0.195 g (1.75 mmol) of palladium acetate, 0.37 g (1.75 mmol) of 1,4-bisdiphenylphosphinobutane, 0.19 g (0.35 mmol) of hydroquinone, and 0.56 g (3.5 mmol) of tetrabutylammonium bromide. The reactor was sealed and purged three times with carbon monoxide, pressuring to about 200 psi (about 13,800 kiloPascals) each time and was then pressured to 150 psi (10,300 kiloPascals). The mixture was heated to 100-105¡ã C. with stirring, the pressure was adjusted to 175-200 psi (12,000 to 13,800 kiloPascals), and the reaction was allowed to proceed for about 50 hours. About 500 mL of water was added and the bulk of the dioxane was removed by evaporation under reduced pressure. The resulting mixture was filtered to remove spent catalyst, washed twice with 30 mL portions of toluene, and poured slowly with stirring into 200 mL of 10 percent aqueous hydrochloric acid, keeping the temperature at about 60¡ã C. The yellow solution obtained was allowed to cool and the precipitate that formed was collected by filtration, washed with water, and dried to obtain 9.0 g (59 percent of theory) of the title compound., 7688-25-7

The synthetic route of 7688-25-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dow AgroSciences LLC; US6015911; (2000); 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.657408-07-6,Dicyclohexyl(2′,6′-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine,as a common compound, the synthetic route is as follows.,657408-07-6

Step 1. The 500 mL round-bottom flask, equipped with magnetic stirrer and reflux condenser was charged with 5-chloro-2-methoxyphenylboronic acid (9.78 g, 52 mmol), 3-amino-2-chloropyridine (7.00 g, 55 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (S-Phos, 0.43 g, 2 mol %), palladium (II) acetate (112 mg, 1 mol %), potassium carbonate (21.7 g, 157 mmol), 180 mL of acetonitrile and 20 ml of water. The flask was filled with nitrogen and heated to reflux under nitrogen atmosphere for 24 hours. Then the reaction was cooled down to room temperature, diluted with 500 mL of water and extracted with ethyl acetate (5*40 mL). Organic fractions were combined, dried over sodium sulfate, filtered and evaporated. The residue was subjected to column chromatography on silica gel with eluent hexane/ethyl acetate gradient mixture, providing 2-(5-chloro-2-methoxyphenyl)pyridin-3-amine as white crystals (9.5 g, NMR confirmed the structure).

The synthetic route of 657408-07-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Universal Display Corporation; US2009/134784; (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

13991-08-7, 1,2-Bis(diphenylphosphino)benzene is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a MeCN (20 mL) solution of precursor A (106 mg, 0.229 mmol) was added Me3NO¡¤2H2O(65 mg, 0.58 mmol) under N2, resulting in a color change from red to brown, and stirred atroom temperature for about 20 min. A solution of dppbz (120 mg, 0.269 mmol) in MeCN(20 mL) was added to the above brown solution through a catheter and the resulting solutionwas stirred at room temperature for about 2 h and then reuxed at 60 C for about 12 h. Thereaction was monitored by IR spectroscopy to ensure completion. Upon removing the solventunder reduced pressure, the crude product was puried by chromatography on silica gelusing CH2Cl2/petroleum ether (v/v = 4:5) as eluent. Complex 1 was collected as a green solid(72 mg, 33%). IR (KBr disk, cm-1): nuC?O 2019 (vs), 1953 (vs), 1905 (v). 1H NMR (400 MHz, CDCl3,ppm): 1.68 (t, 2 H, 2JHaHe = 3JHaHa? = 12.6 Hz, 2 SCHaHe), 2.03 (m, 1 H, CH), 2.34 (d, 2 H,2JHeHa = 12.4 Hz, 2 SCHaHe), 6.18 (d, 2 H, Ph), 7.03 (m, 3 H, Ph), 7.21-7.26 (m, 8 H, Ph), 7.35-7.42(m, 10 H, Ph), 7.73-7.76 (m, 6 H, Ph). 31P NMR (161.9 MHz, CDCl3, 85% H3PO4, ppm): 88.2 (s).Anal. Calc. for C43H34Fe2O4P2S2: C, 60.58; H, 4.02. Found: C, 60.31; H, 4.30.

13991-08-7, 13991-08-7 1,2-Bis(diphenylphosphino)benzene 498379, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Article; Guo, Ge; Gao, Hui-Ling; Shen, Feng-Sha; Ge, Shi-Wei; Shang, Jing-Yan; Li, Chang-Gong; Journal of Coordination Chemistry; vol. 70; 15; (2017); p. 2695 – 2707;,
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