Category: 50777-76-9

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: 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.

#N/A

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

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).

#N/A

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.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