Stereoselective synthesis,solution structure and metal complexes of (1S,2S)-2-amino-1-hydroxyalkylphosphonic acids |
| |
| Institution: | 1. Institute of Organic Chemistry, Biochemistry and Biotechnology, University of Technology, Wybrzeze Wyspianskiego 27, 50-370 Wroclaw, Poland;2. Faculty of Chemistry, University of Wroclaw, F. Joliot Curie 14, 50-383 Wroclaw, Poland;1. Polymer Reaction Design Group, Institute for Materials Research (IMO), Universiteit Hasselt, Martelarenlaan 42, 3500 Hasselt, Belgium;2. Center for Education and Research on Macromolecules, Chemistry Department, University of Liège, B6a Sart-Tilman, B-4000 Liège, Belgium;3. IMEC Associated Lab IMOMEC, Wetenschapspark 1, 3590 Diepenbeek, Belgium;1. Institute of Innovative Research, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan;2. Faculty of Environmental Earth Science, Hokkaido University, Nishi 5, Kita 10, Kita-ku, Sapporo, 060-0810, Japan;3. PRESTO, JST, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan;1. Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8503, Japan;2. School of Life Science and Technology, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8503, Japan;1. Department of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-8657, Japan;2. Frontier Research Center for Advanced Material and Life Science, Faculty of Advanced Life Science, Hokkaido University, Kita 21 Nishi 11, Kita-ku, Sapporo 001-0021, Japan |
| |
| Abstract: | The highly stereoselective synthesis of (1S,2S)-2-amino-1-hydroxyalkylphosphonic acids was achieved by addition of dimethyl phosphite to N-protected aminoaldehydes. Relative configuration and solution conformations of (1S,2S)-2-amino-1-hydroxy-alkylphosphonic acids (in D2O) and their dimethyl esters (in CDCl3 and CD3OD) were established by means of NMR basing on the dependence between observed values of coupling constants (3JHH, 3JPC, 3JHP) and corresponding dihedral angles. Potentiometric and spectroscopic methods were used for the evaluation of the structure of the complexes of (1S,2S)-2-amino-1-hydroxy-alkylphosphonic acids with Zn(II) and Cu(II) ions in aqueous solutions. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
