With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1608-26-0,N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine,as a common compound, the synthetic route is as follows.
General procedure: A mixture of 0.8 g of the substrate 1a (4.8 mmol) and 9a(5.2 mmol) in 20 cm3 THF was heated at the reflux temperature for 6 h (TLC), and the excess of the volatile materials was removed under vacuum. The precipitate was collected and washed several times with CH2Cl2 to give the1:1 dipolar adduct 10a. Compound 10a (1.33 g, 85% yield) was pure enough for carrying out the spectroscopic analyses and stable for few days at -10 C. When 10a was quenched with acetic acid containing a catalytic amount of polyphosphoric acid (PPA), and the reaction mixture was heated at 110 C for 2 h (TLC), 2-oxothiazaphosphinane-2-methylamidate (11a) was obtained (0.81 g, 64% yield). 2-Oxothiazaphosphinane-2-ethylamidate (11b) was also obtained (0.91 g, 67% yield) when 1a was allowed to reactwith 9b, using the same conditions and stoichiometric quantities, and was used directly for the second step without separation or identification. 4-Oxo-1(2-[tris(dimethylamino)phosphonio]propyl)-1,4-dihydropyrimidine-2-thiolate (10a, C13H26N5OPS)Yellow substance; m.p.: 177 C (EtOH); 1H NMR(500 MHz, CDCl3): d = 2.83 (d, 3JPH = 9.8 Hz, 18H,[(Me)2N]3P), 1.18 (ddt (m), 3H, MeCP), 4.52-4.60 (m, 2H,H2CN), 5.88, 6.94 (2d, JHH = 7.4 Hz, 2 9 1H, HC5,HC6), 7.32-7.38 (m, 1H, HCP) ppm; 13C NMR (125 MHz,CDCl3): d = 169.9 (C=O), 160.8 (C=N), 135.4 (d,4JPC = 3.8 Hz, C6), 94.9 (C5), 51.4 (d, 2JPC = 12.8 Hz,MeCP), 36.9 (d, 2JPC = 13.7 Hz, [(Me2)N]3P), 22.6 (d,1JPC = 133.2 Hz, CP), 13.6 (d, 2JPC = 11.6 Hz, MeCP)ppm; 31P NMR (200.7 MHz, DMSO-d6): d = 45.7 ppm;IR (KBr): v = 1685 (C=O), 1480 (S-enolic), 1322, 862(PNMe) cm-1; MS (70 eV): m/z (%) = 331 (M+, 54)., 1608-26-0
The synthetic route of 1608-26-0 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Abdou, Wafaa M.; Kamel, Azza A.; Shaddy, Abeer A.; Monatshefte fur Chemie; vol. 148; 12; (2017); p. 2195 – 2210;,
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