A practical chemical synthesis of L-camitine (1) has been accomplished from (R)-3-chloro-1,2-propanediol ((R)-4), which is a main by-product originated from (R,R)-Salen Co(III) catalyzed hydrolytic kinetic resolution (HKR) of (±)-epichlorohydrin. (R)-4 was utilized as a chiral starting material to prepare the key intermediate cyclic sulfite ((R)-S). The new synthetic approach demonstrated an efficient utilization of organic by-product for the asymmetric synthesis of bioactive compounds.
Xu Qin Li Yun Xu Yang Wei Li Wang Bin Hu Hui Min Xue Tian Yi Zhang Xue Tao Zhang
A quinoline derivative N-(2-hydroxyl-naphthylmethyl)-N-(quinol-8-yl)amine(2) was synthesized and characterized, which can selectively recognize Cu^2+ over other metal ions such as Zn^2+, Cd^2+, Sn^2+, Pb^2+, Hg^2+, Ni^2+, Mg^2+, Cr^3+, Mn^2+, Sr^2+, K^+, Ca^2+, Na^+, Ba^2+ in acetonitrile/water(volume ratio 99:1). Cu^2+ induced a new absorption peak at 464 nm in the absorption spectrum(ε=4.66×10^2 L·mol^-1·cm^-1) and quenched the fluorescence emission of quinoline derivative 2. The binding of quinoline derivative 2 to Cu^2+ was in 1 : 1 model and stable constant was esti- mated to be 2.48×10^5 L·mol^-1.
FAN Cai-lingDAI XingYANG Wu-minWANG Xing-fengYANG Yun-xu