Downstream synthetic route of 50777-76-9

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

50777-76-9, In a Schlenk tube under nitrogen, 2-amino-2-deoxy-1,3,3,6-tetra-O-trimethylsilyl-alpha-d-glucopyranose7 (1?g, 2.1?mmol) and ? 2-(diphenylphosphino)benzaldehyde (621?mg, 2.1?mmol) were stirred in ? toluene (40?mL) at 60?¡ãC for 12?h. After concentration, the residue was purified by flash chromatography on silica gel, eluting with ethyl acetate/hexane, 5:1 (Rf?=?0.82). Yellow oil, 1.2?g, 77percent yield, [alpha]20D=+41.6 [alpha]D20=+41.6 (c 0.5, CHCl3); 1H NMR (600?MHz, CDCl3): delta?=?0.10, 0.18, 0.25, 0.31 (4s, 36H, 4OSi(CH3)3), 3.25 (dd, 1H, J?=?9.4, 3.2, H-2), 3.71 (dd, 1H, J?=?9.6, 8.6, H-4), 3.84?3.90 (m, 2H, H-6, H-6?), 3.99 (ddd, 1H, J?=?9.6, 3.7, 2.8, H-5), 4.41 (dd, 1H, J?=?9.4, 8.6, H-3), 4.80 (d, 1H, J?=?3.2, H-1), 7.35?7.52 (m, 13H, C6H5), 8.34?8.36 (m, 1H, C6H5), 9.19 (d, 1H, J?=?6.1, NCH). 13C NMR (150?MHz, CDCl3): delta?=?0.0, 0.2, 1.1, 1.5 (4OSi(CH3)3), 62.5 (C-6), 72.5, 72.8 (C-4, C-5), 74.6 (C-2), 77.0 (C-3), 95.4 (C-1), 127.3 (d, J?=?4.4, C6H5), 128.4, 128.7, 128.8, 129.0, 129.1, 130.6, 133,7, 133.9, 134.0, 134.1, 134.2, 134.3, (C6H5), 136.2 (d, J?=?5,6, C6H5), 136.7 (d, J?=?9.9, C6H5), 138.0 (d, J?=?18.8, C6H5), 139.7 (d, J?=?17.8, C6H5), 161.1 (d, J?=?27.5, NCH). C37H58NO5PSi4 (740.18): calcd C 60.04, H 7.90, N 1.89; found C 60.01, H 7.86, N 1.96.

As the paragraph descriping shows that 50777-76-9 is playing an increasingly important role.

Reference£º
Article; Olszewska, Beata; Szulc, Izabela; Kryczka, Boguslaw; Kubiak, Agnieszka; Porwanski, Stanislaw; Zawisza, Anna; Tetrahedron Asymmetry; vol. 24; 4; (2013); p. 212 – 216;,
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

Brief introduction of 50777-76-9

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

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.

50777-76-9, 2-(Diphenylphosphino)benzaldehyde (0.101g, 0.346mmol) was added to methanol (15mL), followed by the addition of benzene-1,4-diamine (0.0186g, 0.172mmol). The reaction mixture was refluxed at 68¡ãC for 6h, and stirred overnight at ambient temperature to yield a yellow suspension. A light yellow powder was collected by suction filtration, washed with hexane and dried in vacuo. Yield: 0.0985g, 88percent. Melting point: 206.4?210.4¡ãC. 1H NMR (399.95MHz, CDCl3): delta (ppm)=9.06 (d, 4JHP=5.10Hz, 2H, HC=N); 8.19 (m, 2H, Hd); 7.45 (t, 3JHH=7.80Hz, 2H, Hc); 7.33 (m, 22H, PPh2 & Hb); 6.94 (m, 2H, Ha); 6.88 (s, 4H, He). 31P NMR (162.00MHz, CDCl3): delta (ppm)=?22.2. FT-IR (KBr, cm?1): nu=3435 (w, N?H); 1610 (m, C=N). MS-EI+: m/z 653 ([M]+, 40percent); 652 ([M?H]+, 94percent).

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

Reference£º
Article; Adams, Muneebah; De Kock, Carmen; Smith, Peter J.; Chibale, Kelly; Smith, Gregory S.; Journal of Organometallic Chemistry; vol. 736; (2013); p. 19 – 26;,
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 50777-76-9

Big data shows that 50777-76-9 is playing an increasingly important role.

50777-76-9, 2-(Diphenylphosphino)benzaldehyde is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 250mL round-bottomed flask equipped with magnetic stir bar and reflux condenser was charged with benzhydrazide (0.68g, 5.00mmol), 2-(diphenylphosphino)benzaldehyde (1.60g, 5.50mmol) and 150mL ethanol. The mixture was heated at boiling temperature under magnetic stirring for 12h. A white precipitate was formed, which was collected by filtration and dried in vacuum. Yield: 1.83g, 89.6%. 1H NMR (400MHz, DMSO-d6, ppm) delta 12.01 (s, 1HNH), 9.19 (d, J=3.6Hz, 1Hbenzene), 8.09 (s, 1HCH), 7.89 (d, J=5.6Hz, 2Hbenzene), 7.58 (d, J=4.8Hz, 1Hbenzene), 7.46-7.54 (m, 3Hbenzene), 7.38-7.44 (m, 7Hbenzene), 7.22 (d, J=3.2Hz, 4Hbenzene), 6.85 (t, J=4.8Hz, 1Hbenzene). Elemental analysis calcd for C26H21N2OP: H 5.18, C 76.46, N 6.86%. Found: H 5.29, C 75.39, N 6.75%. ESI-MS calcd for C26H21N2OP: 408.1391, found 409.1485 [M+H]+, 431.1318 [M+Na]+., 50777-76-9

Big data shows that 50777-76-9 is playing an increasingly important role.

Reference£º
Article; Zheng, Sijia; Zhao, Liang; Wei, Jianwei; He, Cheng; Liu, Guangzhou; Duan, Chunying; Inorganic Chemistry Communications; vol. 109; (2019);,
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

Analyzing the synthesis route of 50777-76-9

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

50777-76-9, 2-(Diphenylphosphino)benzaldehyde is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 1 (0.2 mmol) and P(3-C6H4Cl)3 (0.2 mmol) in MeCN (15 mL) was added a solution of Me3NO¡¤2H2O (0.2 mmol) in MeCN (5 mL). The mixture was stirred at room temperature for 1 h and then the solvent was reduced on a rotary evaporator and the residue was subjected to TLC separationusing CH2Cl2/petroleum ether = 1 : 3 (v/v) as eluent. The main red band gave 0.110 g (71percent) of 2 as a red solid.

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

Reference£º
Article; Liu, Xu-Feng; Journal of Coordination Chemistry; vol. 69; 17; (2016); p. 2620 – 2629;,
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 50777-76-9

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

A solution of tyramine (239 mg, 1.74 mmol) in hot EtOH (8 mL) was added dropwise to a solution of 2-(diphenylphosphino)benzaldehyde (505 mg, 1.69 mmol) in hot EtOH (8 mL). The mixture was left stirring at 45 C for 2 h (31P NMR monitoring). Solvent was removed in vacuum to afford 1 in 84percent yield (603 mg,1.47 mmol) as a pale yellow powder. 31P{1H} NMR (121.25 MHz,CDCl3, d (ppm)): 14.1 (s, PIII). 1H NMR (300 MHz, CDCl3, d(ppm)): 2.73 (t, JHH = 7.55 Hz, 2H, CH2Cx4), 3.75 (t, JHH = 7.55 Hz,2H, NCH2), 6.72 (d, JHH = 8.25 Hz, 2H, Cx2H), 6.97 (d, JHH = 8.25 Hz,2H, Cx2H), 6.9?7.0 (m, 1H, Cy3H), 7.20?7.75 (m, 12H, Harom), 7.97(br s, 1H, OH), 8.04 (dd, JHH = 6.9 Hz, JHH = 3.9 Hz, 1H, Cy8H), 8.97(d, JHP = 4.8 Hz, 1H, CHN). 13C{1H} NMR (75.5 MHz, CDCl3, d(ppm)): 36.42 (s, CH2Cx4), 62.98 (s, CH2N), 115.61 (s, Cx2), 127.79(d, JCP = 4.0 Hz, Cy5), 128.79 (d, JCP = 7.2 Hz, Cm), 128.97 (s, Cx4),129.09 (s, Cp), 129.23 (s, Cy6), 129.84 (s, Cx3), 130.64 (s, Cy4),133.32 (s, Cy3), 134.13 (d, JCP = 20.4 Hz, Co), 136.19 (d, JCP = 9.2 Hz,Ci), 137.73 (d, JCP = 18.6 Hz, Cy1), 138.95 (d, JCP = 17.2 Hz, Cy2),155.02 (s, Cx1), 161.31 (d, JCP = 23 Hz, CHN). MS (DCI/NH3, CHCl3,positive) m/z: 410.4 [M+1].

As the paragraph descriping shows that 50777-76-9 is playing an increasingly important role.

Reference£º
Article; Tristany, Mar; Laurent, Re?gis; Dib, Hanna; Gonsalvi, Luca; Peruzzini, Maurizio; Majoral, Jean-Pierre; Caminade, Anne-Marie; Inorganica Chimica Acta; vol. 409; PART A; (2014); p. 121 – 126;,
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

Brief introduction of 50777-76-9

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

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.

A mixture of p-toluenesulfonic acid (10 mg), 2-(diphenylphosphino)benzaldehyde (282 mg, 0,974 mmol) and3-amino-2-(S)-1-hydroxyethyl)-3H-quinazolin-4-one(100 mg, 0,487 mmol) in ethanol (10 mL) and heated at120 ¡ãC for 12 h. The reaction was cooled and analyzed by TLC [ethylacetate:hexane/1:5]. The solvent was evaporatedunder reduced pressure until dryness and the residue wasdissolved in CH2Cl2.The solution was washed with NaHCO3followed by H2Oand the organic phase was dried withNa2SO4.The crude product, obtained by evaporation of thesolvent, was purified by chromatography on silica gel using1:9 ethylacetate:hexane as an eluent. Yield 101 mg (44percent),m.p.: 130?131 ¡ãC (dec.). 1H NMR (400.2 MHz, CDCl3):delta(ppm) 9.88 (d, 1H, JPH = 5.8 Hz, HC = N), 8.12 (m, 2H,ArCH), 7.52 (m, 2H, ArCH), 7.44?7.21 (m, 12H, ArCH),6.84 (m, 2H, ArCH), 4.84 (m, 1H, CH), 4.35 (s, OH), 1.34(d, 3H, J = 6.4 Hz, CH3).13C NMR (100.6 MHz, CDCl3):delta (ppm) 165.5 (d, JPC = 19.2 Hz, N = CH), 158.7?121.6(Ar), 65.4 (CH), 22.1 (CH3). 31P{1H} NMR (162.0 MHz,CDCl3):delta (ppm) ? 15.35 (s). FTIR (KBr, cm?1): 3451 (OH);1687 (C = O); 1607 (C = N); 1435 (P-Ph). Anal. calcd. forC29H24N3O2P:C, 72.95; H, 5.07; N, 8.80percent. Found: C, 73.33;H, 5.29; N, 8.47percent.

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

Reference£º
Article; Y?lmaz, Mustafa Kemal; Kele?, Mustafa; Transition Metal Chemistry; vol. 43; 3; (2018); p. 285 – 292;,
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 50777-76-9

As the paragraph descriping shows that 50777-76-9 is playing an increasingly important role.

50777-76-9, 2-(Diphenylphosphino)benzaldehyde is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2-(diphenylphosphino)benzaldehyde (0.290g, 1mmol) and 2-thiophene carboxylic acid hydrazide (0.126g, 1mmol) in ethanol (20mL) were added 2?3 drops of glacial acetic acid. The resulting solution was heated under reflux over a 3h period, and then concentrated to ca. 3mL. The white crystalline precipitate was filtered off, washed with diethyl ether (2¡Á5mL), and dried under vacuo. Yield: 87percent (0.36g). Mp: 197?199¡ãC. Anal. Calcd for C24H19N2OPS: C, 69.55; H, 4.62; N, 6.76; S, 7.74. Found: C, 69.67; H, 4.58; N, 6.86; S, 7.69. IR (KBr disks, cm?1): 3195 (m, nuNH); 1685 (s, nuC=O); 1583+1474 (s, nuC=N+nuC?N). 1H NMR (400MHz, DMSO?d6, ppm): 6.83?7.50 (m, 14H, Ar H), 7.57 (t, 1H, J=6.24, Hz Ar H), 8.05 (s, 1H, Ar H), 8.15 (s, 1H, Ar H), 8.85 (d, IH, J=3.6Hz, ?CH=N), 9.13 (s, 1H, Ar H), 11.98 (s, IH, ?NH). 13C NMR (100MHz, DMSO?d6, ppm): 125.78 (Ar C), 128.91 (Ar C), 129.15 (Ar C), 129.47 (Ar C), 130.07 (Ar C), 133.30 (Ar C), 133.49 (Ar C), 134.12 (Ar C), 135.62 (Ar C), 138.25 (Ar C), 149.52 (?CH=N), 158.12 (C=O). 31P NMR (162MHz, DMSO?d6, ppm): ?17.14.

As the paragraph descriping shows that 50777-76-9 is playing an increasingly important role.

Reference£º
Article; Ramachandran; Prakash; Viswanathamurthi; Malecki; Inorganica Chimica Acta; vol. 477; (2018); p. 122 – 129;,
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 50777-76-9

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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 12 (mu-SCH2CH2CH2S-mu)Fe2(CO)6 (0.193g, 0.5mmol) and 13 2-(diphenylphosphino)benzaldehyde (0.145g, 0.5mmol) in 14 CH2Cl2 (20mL) was added a solution of 15 Me3NO¡¤2H2O (0.056g, 0.5mmol) in 16 MeCN (10mL). The mixture was stirred at room temperature for 1h and then the solvent was reduced on a rotary evaporator and the residue was subjected to TLC separation using CH2Cl2/17 petroleum ether=1:1 (v/v) as eluent.

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Reference£º
Article; Sheng, Yu-Dong; Yu, Xiao-Yong; Liu, Xu-Feng; Li, Yu-Long; Polyhedron; vol. 137; (2017); p. 134 – 139;,
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 50777-76-9

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50777-76-9, 2-(Diphenylphosphino)benzaldehyde is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 2-(diphenylphosphino)benzaldehyde (0.279 g, 0.961 mmol) in CH2Cl2 (10 ml) in a Schlenk tube was added 2-methylaniline (0.103 g, 0.961 mmol) dropwise. Anhydrous magnesium sulfate (~ 0.5 g) was added to the Schlenk tube and the reaction was stirred at room temperature for 20 h. The resulting yellow mixture was filtered to obtain a yellow solution, which gave yellow oil upon evaporation of the solvent. Yield: 0.2990 g (82percent);

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Reference£º
Article; Motswainyana, William M.; Onani, Martin O.; Madiehe, Abram M.; Saibu, Morounke; Thovhogi, Ntevheleni; Lalancette, Roger A.; Journal of Inorganic Biochemistry; vol. 129; (2013); p. 112 – 118;,
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

Analyzing the synthesis route of 50777-76-9

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

50777-76-9, 2-(Diphenylphosphino)benzaldehyde is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 Preparation of N,N’-bis{[2-(diphenylphosphino)phenyllmethvlenel-2,2-dimethyl-1,3-propanediamine (L-5) Under argon, a solution of 2-(diphenylphosphino)benzaldehyde (522.7 mg, 1.8 mmol) and 2,2-dimethyl-1,3-propanediamine (93.3 mg, 0.9 mmol) in toluene (15 mL) was stirred at room temperature for 15 h. Then the reaction mixture was heated at 80; C. (oil bath) for 2,5 h. Next, the solvent was removed in vacuo, and an orange solid was recovered (476.8 mg, 0.74 mmol, 82percent). 1H NMR (CD2Cl2, 400 MHz): delta 8.78 (d, J=4.6 Hz, 2H), 7.96 (dd, J=7.7, 4.1 Hz, 2H), 7.3-7.2 (m, 24H), 6.87 (dd, J=7.7, 4.1Hz, 2H), 3.19 (s, 4H), 0.69 (s, 6H). 13C NMR (CD2CL2, 100 MHz): delta 160 (d, J=20.2 Hz, CH=N), 140.3 (d, J=17.8 Hz, Carom), 137.7 (d, J=20.2 Hz, Carom), 137.4 (d, J=10.5 Hz, Carom), 134.4 (d, J=20.2 Hz, CHarom), 134.1 (d, J=20.2 Hz, CHarom), 133.7 (CHarom), 130.2 (CHarom), 129.1 (CHarom), 128.9 (d, J=7.3 Hz, CHarom), 128.4 (d, J=4.8 Hz, CHarom), 70.7 (CH2), 36.9 (C), 24.4 (CH3). 31P{1H}NMR (CD2CL2, 100 MHz): delta -12.8.

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

Reference£º
Patent; SAUDAN, Lionel; Dupau, Philippe; Riedhauser, Jean-Jacques; Wyss, Patrick; US2008/71098; (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