13689-20-8, Cyclohexyldiphenylphosphine oxide is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
General procedure: To a screw capped vial with a spinvane triangular-shaped Teonstir bar were added indicated arylphosphine oxide (0.20 mmol),[IrCp*Cl2]2 (3.2 mg, 0.0040 mmol, 2.0 mol %), AgNTf2 (6.6 mg,0.017 mmol, 8.5 mol %), O,O-dipivaloyl-L-tartaric acid (2.6 mg,0.040 mmol), 1,2-dichloroethane (0.5 mL), and p-toluenesulfonylazide (43.4 mg, 0.22 mmol) under atmospheric conditions. Thereaction mixture was stirred in a pre-heated oil bath at 60 C for18 h, and then ltered through a pad of Celite washing with EtOAc(10 mL3). Solvents were removed under reduced pressure and theresidue was puried by column chromatography to give the ami-dated product. Enantiomeric excess (ee) of amidated products ofthe crude reaction mixture was determined by chiral HPLC analysisusing ChiralPak IB-3 column with ethanol/hexane as eluents. 4.8.4. Compound 5d. White solid; mp 225e227 C; 1H NMR(600 MHz, CDCl3) d 11.52 (s,1H), 7.80 (dd, J8.5, 4.0 Hz,1H), 7.69 (d,J8.2 Hz, 2H), 7.65e7.58 (m, 2H), 7.50 (td, J7.4,1.6 Hz,1H), 7.42 (td,J7.7, 2.9 Hz, 2H), 7.41e7.34 (m, 1H), 7.20 (ddd, J12.4, 7.7, 1.6 Hz,1H), 7.07 (d, J8.0 Hz, 2H), 7.06e7.00 (m,1H), 2.30 (s, 3H), 2.21e2.11(m,1H),1.82e1.76 (m,1H),1.76e1.66 (m, 2H),1.60 (ddd, J12.3, 6.2,3.2 Hz, 1H), 1.55e1.37 (m, 3H), 1.26e1.16 (m, 3H); 13C NMR(150 MHz, CDCl3) d 144.4,143.1,136.8,132.7 (d, JCP2.3 Hz),131.8 (d,JCP2.7 Hz), 131.1 (d, JCP96.5 Hz), 130.8 (d, JCP9.9 Hz), 130.7 (d,JCP8.9 Hz, 2C), 129.3 (2C), 128.6 (d, JCP11.4 Hz, 2C), 127.2 (s, 2C),122.9 (d, JCP11.6 Hz), 120.3 (d, JCP7.0 Hz), 116.2 (d, JCP90.3 Hz),37.2 (d, JCP72.9 Hz), 26.1 (d, JCP10.2 Hz), 26.0 (d, JCP10.2 Hz),25.5, 24.2 (d, JCP2.9 Hz), 23.8 (d, JCP2.7 Hz), 21.4; 31P NMR(243 MHz, CDCl3) d 44.1; IR (diamond) 2930, 2853, 2807, 2746,1594,1573,1491,1448,1439,1418,1339,1266,1161,1131,1106,1089,943, 872, 812, 779, 712, 695 cm1; HRMS (EI) m/z calcd forC25H28NO3PS [M]: 453.1528, found: 453.1526.
The synthetic route of 13689-20-8 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Gwon, Donghyeon; Park, Sehoon; Chang, Sukbok; Tetrahedron; vol. 71; 26-27; (2015); p. 4504 – 4511;,
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