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