Brief introduction of 6163-58-2

6163-58-2 Tri-o-tolylphosphine 80271, achiral-phosphine-ligands compound, is more and more widely used in various fields.

6163-58-2, Tri-o-tolylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6163-58-2, N-(5-Vinyl-pyridin-2-yl)-acetamide . A solution of of N-(5-bromo-pyridin-2-yl)-acetamide (prepared as described in Preparation One, 4.30 g, 20 mmol) in acetonitrile (15 ml) and triethylamine (5.04 ml) was treated with palladium acetate (45 mg, 0.2 mmol) and tri-o-tolylphosphine (203 mg, 0.66 mmol). The mixture was placed in a pressure reactor under 50 psig of ethylene pressure and heated at 85 C for 66 hours. The reaction mixture was cooled, vented, and partitioned between phosphate buffer (0.1 M, pH 6.6) and ethyl acetate. The aqueous phase was extracted with ethyl acetate twice more. The combined ethyl acetate extracts were washed with additional phosphate buffer, brine and dried over sodium sulfate. The extracts were filtered and evaporated to afford 2.06 g (63%) of the title product as a flaky crystalline residue. Recrystallization from ethyl acetate/cyclohexane gave colorless flakes. mp 120 – 121 C 1H NMR (CDCl3): delta = 8.55 (br, 1 H); 8.24 (d, 1 H); 8.15 (d, 1 H); 7.76 (d of d, 1 H); 6.64 (d of d, 1 H); 5.73 (d, 1 H); 5.28 (d, 1 H); 2.19 (s, 3 H). MS (Cl): m/z =163 (M+H+).

6163-58-2 Tri-o-tolylphosphine 80271, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Products Inc.; EP920864; (1999); 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

Some tips on 6163-58-2

6163-58-2, As the paragraph descriping shows that 6163-58-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6163-58-2,Tri-o-tolylphosphine,as a common compound, the synthetic route is as follows.

(2R)-(4E)-5-(5-Isopropoxy-3-pyridyl)-4-penten-2-ol A mixture of 5-isopropoxy-3-bromopyridine (10.26 g, 47.50 mmol), (2R)-4-penten-2-ol (4.91 g, 57.00 mmol), palladium(II) acetate (106 mg, 0.47 mmol), tri-o-tolylphosphine (578 mg, 1.90 mmol), triethylamine (28.46 mL, 204.25 mmol), and acetonitrile (30 mL) were heated in a sealed glass tube at 140 C. for 14 h. The reaction mixture was cooled to ambient temperature, diluted with water, and extracted with chloroform (3*200 mL). The combined chloroform extracts were dried over sodium sulfate, filtered, and concentrated by rotary evaporation to give a pale-yellow oil (8.92 g, 85.0%).

6163-58-2, As the paragraph descriping shows that 6163-58-2 is playing an increasingly important role.

Reference£º
Patent; Caldwell, William S.; Dull, Gary M.; Bhatti, Balwinder S.; Hadimani, Srishailkumar B.; Park, Haeil; Wagner, Jared M.; Crooks, Peter A.; Lippiello, Patrick M.; Bencherif, Merouane; US2003/125345; (2003); 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

Downstream synthetic route of 6163-58-2

The synthetic route of 6163-58-2 has been constantly updated, and we look forward to future research findings.

6163-58-2, Tri-o-tolylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6163-58-2, (3) Ethyl (2E)-3-[4-(1-{4-[(1E)-3-ethoxy-3-oxo-1-propenyl]phenyl}-5-methyl-1H-pyrrol-2-yl)phenyl]-2-propenoate A solution of 1,2-bis(4-bromophenyl)-5-methyl-1H-pyrrole (2.00 g, 5.115 mmol), ethyl acrylate (1.39 ml, 12.8 mmol), tris(2-methylphenyl)phosphine (125 mg, 0.410 mmol), palladium acetate (23.0 mg, 0.102 mmol) and triethylamine (1.78 ml, 12.8 mmol) in DMF (4 ml) was stirred at 100 C. for 18 hours under nitrogen atmospheric current. The obtained mixture was poured into water and extracted with ethyl acetate. The extract was colleted and washed with water and dried over magnesium sulfate anhydride, and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate_hexane=85:15) to give the object compound as a solid. 2.00 g (yield: 91.3%) 1H-NMR (CDCl3) delta; 1.27-1.38 (6H, m), 2.16 (3H, s), 4.21-4.33 (4H, m), 6.12 (1H, d, J=3.4 Hz), 6.28-6.48 (3H, m), 7.04 (2H, d, J=8.4 Hz), 7.17 (2H, d, J=8.4 Hz), 7.30 (2H, d, J=8.4 Hz), 7.52-7.73 (4H, m). IR (KBr) cm-1; 2980, 1713, 1636, 1603, 1514, 1310, 1267, 1204, 1179, 1040, 982, 839, 768, 731.

The synthetic route of 6163-58-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Matsumoto, Takahiro; Katayama, Nozomi; Mabuchi, Hiroshi; US2003/144338; (2003); 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

Simple exploration of 6163-58-2

As the paragraph descriping shows that 6163-58-2 is playing an increasingly important role.

6163-58-2, Tri-o-tolylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6163-58-2, Example One N-(5-Vinyl-pyridin-2-yl)-acetamide. A solution of of N-(5-bromo-pyridin-2-yl)-acetamide (4.30 g, 20 mmol) in acetonitrile (15 ml) and triethylamine (5.04 ml) was treated with palladium acetate (45 mg, 0.2 mmol) and tri-o-tolylphosphine (203 mg, 0.66 mmol). The mixture was placed in a pressure reactor under 50 psig of ethylene pressure and heated at 85C for 66 hours. The reaction mixture was cooled, vented, and partitioned between phosphate buffer (0.1 M, pH 6.6) and ethyl acetate. The aqueous phase was extracted with ethyl acetate twice more. The combined ethyl acetate extracts were washed with additional phosphate buffer, brine and dried over sodium sulfate. The extracts were filtered and evaporated to afford 2.06 g (63%) of the title product as a flaky crystalline residue. Recrystallization from ethyl acetate/cyclohexane gave colorless flakes. mp 120 – 121 C 1H NMR (CDCl3): delta = 8.55 (br, 1 H); 8.24 (d, 1 H); 8.15 (d, 1 H); 7.76 (d of d, 1H); 6.64 (d of d, 1 H); 5.73 (d, 1 H); 5.28 (d, 1 H); 2.19 (s, 3 H). MS (Cl): m/z= 163 (M+H+).

As the paragraph descriping shows that 6163-58-2 is playing an increasingly important role.

Reference£º
Patent; PFIZER INC.; EP887079; (1998); 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

Downstream synthetic route of 6163-58-2

The synthetic route of 6163-58-2 has been constantly updated, and we look forward to future research findings.

6163-58-2, Tri-o-tolylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6163-58-2, (2R)-(4E)-5-(5-Isopropoxy-3-pyridyl)-4-penten-2-ol A mixture of 5-bromo-3-isopropoxypyridine (10.26 g, 47.50 mmol), (2R)-4-penten-2-ol (4.91 g, 57.00 mmol), palladium(II) acetate (106 mg, 0.47 mmol), tri-o-tolylphosphine (578 mg, 1.90 mmol), triethylamine (28.46 mL, 204.25 mmol), and acetonitrile (30 mL) were heated in a sealed glass tube at 140 C. for 14 h. The reaction mixture was cooled to ambient temperature, diluted with water, and extracted with chloroform (3*200 mL). The combined chloroform extracts were dried over sodium sulfate, filtered, and concentrated by rotary evaporation to give a pale-yellow oil (8.92 g, 85.0%).

The synthetic route of 6163-58-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Targacept, Inc.; US6218383; (2001); B1;,
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

Downstream synthetic route of 6163-58-2

6163-58-2, The synthetic route of 6163-58-2 has been constantly updated, and we look forward to future research findings.

6163-58-2, Tri-o-tolylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(4R,9aR)-6-(2-Ethoxycarbonyl-vinyl)-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester To a solution of 1.0 g (2.71 mmol) (4R,9aR)-6-bromo-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester (Example 5, intermediate b) and 0.36 ml (3.25 mmol) ethyl acrylate in 30 ml toluene were added 0.67 g (8.15 mmol) sodium acetate, 82.6 mg (0.27 mmol) tri(o-tolyl)phosphine and 0.04 mg (0.1 mmol) allylpalladium chloride dimer. The reaction mixture was heated under reflux for 20 h, then poured into saturated aqueous sodium bicarbonate solution and extracted with ethyl acetate. The organic phase was washed with 10% aqueous citric acid solution and brine, dried over magnesium sulfate, filtered and evaporated. The crude product was purified by column chromatography on silica gel (0.032-0.063 mm) with n-hexane:ethyl acetate (9: 1) as eluant to afford the desired compound as a yellow solid (91.2%). ISP-MS: m/e=388.3 ([M+H+])

6163-58-2, The synthetic route of 6163-58-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Adams, David Reginald; Bentley, Jonathan Mark; Blench, Toby Jonathan; Hebeisen, Paul; Monck, Nathaniel Julius Thomas; Richter, Hans; Roever, Stephan; Roffey, Jonathan Richard Anthony; Taylor, Sven; US2003/207888; (2003); 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

Simple exploration of 6163-58-2

As the paragraph descriping shows that 6163-58-2 is playing an increasingly important role.

6163-58-2, Tri-o-tolylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6163-58-2, Example 13B tert-butyl (1S)-2-({6-chloro-5-[(E)-2-pyridin-4-ylvinyl]pyridin-3-yl}oxy)-1-(1H-indol-3-ylmethyl)ethylcarbamate A solution Example 13A (1.50 g, 3.125 mmol), Pd2(dba)3 (71 mg, 0.078 mmol) and tri-o-tolylphosphine (71 mg, 0.23 mmol) in DMF (30 mL) was treated with 4-vinylpyridine (492 mg, 4.68 mmol) and triethylamine (1.30 mL, 9.4 mmol), purged with nitrogen, and heated to 100 C. for 4 hours. The mixture was cooled to room temperature, treated with ethyl acetate (200 mL), washed with brine, dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 75% ethyl acetate/hexanes to provide the desired product (1.37 g, 87%). MS (APCI) m/e 505, 507 (M+H)+.

As the paragraph descriping shows that 6163-58-2 is playing an increasingly important role.

Reference£º
Patent; Li, Qun; Woods, Keith W.; Zhu, Gui-Dong; Fischer, John P.; Gong, Jianchun; Li, Tongmei; Gandhi, Virajkumar; Thomas, Sheela A.; Packard, Garrick K.; Song, Xiaohong; Abrams, Jason N.; Diebold, Robert; Dinges, Jurgen; Hutchins, Charles; Stoll, Vincent S.; Rosenberg, Saul H.; Giranda, Vincent L.; US2003/187026; (2003); 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

New learning discoveries about 6163-58-2

The synthetic route of 6163-58-2 has been constantly updated, and we look forward to future research findings.

6163-58-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6163-58-2,Tri-o-tolylphosphine,as a common compound, the synthetic route is as follows.

Example 21A 6-chloro-5-[(E)-2-pyridin-4-ylvinyl]pyridin-3-amine A solution of 3-amino-5-bromo-6-chloropyridine (2.0 g, 9.64 mmol), Pd2(dba)3 (440 mg, 0.48 mmol), tri-o-tolylphosphine (438 mg, 1.44 mmol), 4-vinylpyridine (2.08 mL, 19.28 mmol), and triethylamine (4.03 mL, 29 mmol) in DMF (30 mL) was stirred at 100 C. for 15 hours, cooled to room temperature, treated with ethyl acetate (200 mL), washed twice with brine, dried (MgSO4), filtered and concentrated. The residual solid recrystallized from hexanes/dichloromethane to provide desired product (1.86 g, 84%). MS (APCI) m/e 232 (M+H)+.

The synthetic route of 6163-58-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Li, Qun; Woods, Keith W.; Zhu, Gui-Dong; Fischer, John P.; Gong, Jianchun; Li, Tongmei; Gandhi, Virajkumar; Thomas, Sheela A.; Packard, Garrick K.; Song, Xiaohong; Abrams, Jason N.; Diebold, Robert; Dinges, Jurgen; Hutchins, Charles; Stoll, Vincent S.; Rosenberg, Saul H.; Giranda, Vincent L.; US2003/187026; (2003); 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

Some tips on 6163-58-2

As the paragraph descriping shows that 6163-58-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6163-58-2,Tri-o-tolylphosphine,as a common compound, the synthetic route is as follows.

6163-58-2, (4E)-5-(3-Pyridyl)-4-penten-2-ol A mixture of 3-bromopyridine (7.50 g, 47.46 mmol), 4-penten-2-ol (4.90 g, 56.96 mmol), palladium(II) acetate (106 mg, 0.47 mmol), tri-o-tolylphosphine (575 mg, 1.89 mmol), triethylamine (28.4 mL, 204.11 mmol) and acetonitrile (25 mL) were heated in a sealed glass tube at 140 C. for 14 h. The reaction mixture was cooled to ambient temperature, diluted with water, and extracted with chloroform (3*200 mL). The combined chloroform extracts were dried over sodium sulfate, filtered, and concentrated by rotary evaporation to give a pale-yellow oil (7.50 g, 81.0 %).

As the paragraph descriping shows that 6163-58-2 is playing an increasingly important role.

Reference£º
Patent; Targacept, Inc.; US6492399; (2002); B1;,
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

Simple exploration of 6163-58-2

As the paragraph descriping shows that 6163-58-2 is playing an increasingly important role.

6163-58-2, Tri-o-tolylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6163-58-2, c Methyl (+-)-3-carbomethoxy-4-[2-bis(tert-butoxycarbonyl)aminomethyl-4-methoxyphenyl ]-3-butenoate A 500 mL flask was charged with 3-bis(tert-butoxycarbonyl)aminomethyl-4-bromoanisole (15 g, 36 mmol), dimethyl itaconate (7.5 g, 47 mmol), tri-o-tolylphosphine (1 g, 3 mol), palladium acetate (0.4 g, 2 mmol), diisopropylethylamine (12.8 mL, 72 mmol), and propionitrile (150 mL). The mixture was purged with argon (several evacuation/argon flush cycles), then was heated to reflux under argon for 1 hr. The reaction was allowed to cool to RT, then was poured into ice-cold ethyl ether (500 mL). The resulting precipitate was removed by filtration and the filtrate was concentrated. The residue was purified by chromatography on silica gel (10% – 20% ethyl acetate in hexane) to give the title compound (11.8 g, 66%) as a pale yellow oil: 1H NMR (CDCl3) delta7.94 (s, 1 H), 7.15 (d, J =8.1 Hz, 1 H)), 6.77 (d, J=8.1 Hz, 1 H), 6.76 (s, 1 H), 4.73 (s, 2 H), 3.81 (s, 3 H), 3.79 (s, 3 H), 3.71 (s, 3 H), 3.38 (s, 2 H), 1.45 (s, 18 H).

As the paragraph descriping shows that 6163-58-2 is playing an increasingly important role.

Reference£º
Patent; Heerding, Dirk; US2001/14737; (2001); 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