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