4254-15-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. (S)-Propane-1,2-diol, cas is 4254-15-3,the chiral-oxygen-ligands compound, it is a common compound, a new synthetic route is introduced below.
To a stirred solution of 68 (S)-2-propanediol (1.00g, 13.14mmol) in 14 dichloromethane/69 pyridine (10:10 V/V) at -25C under argon was added dropwise 70 p-toluenesulfonyl chloride (2.51g, 13.14mmol) dissolved in 10mL of CH2Cl2 over a period of 2h. The mixture was stirred at -25C for 4h and then at room temperature for further 2h. After the reaction was completed, 30mL of CH2Cl2 were added and the mixture was shaken successively with ice-cold water, 1M 10mL 71 aqueous HCl, 15mL 72 water, saturated NaHCO3, and water, respectively. The organic phase was dried over MgSO4 and filtered and the solvent was removed under reduced pressure. The residue was purified by chromatography over silica gel using toluene/EtOAc (5/1) to give 73 product (1.70g, 56%) as white crystals. M.p: 33-35C, [alpha]D25=-12.05 (c 1, CHCl3). 1H NMR (CDCI3, ppm): delta 7.80 (d, 2H, J=8.0Hz, of OTs), 7.36 (d, 2H, J=8.0Hz, of OTs), 3.97-4.05 (m, 2H, -CHCH3-+CH2OTs (a)), 3.83-3.88 (m, 1H, CH2OTs (b)), 2.45 (s, 3H, -CH3 of OTs), 2.39 (s, 1H, OH), 1.15 (d, J=6.4Hz, 3H, -CHCH3), assignment was based on the 1H-13C HETCOR and 1H-1H COSY spectra
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of (S)-Propane-1,2-diol, 4254-15-3
Reference£º
Article; Meric, Nermin; Kayan, Cezmi; Guerbuez, Nevin; Karakaplan, Mehmet; Binbay, Nil Ertekin; Aydemir, Murat; Tetrahedron Asymmetry; vol. 28; 12; (2017); p. 1739 – 1749;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate