J. Xiao
2005
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Journal
Chemical Research in Chinese Universities
Abstract
4-(2-Benzyloxyethoxycarbonyl)-2-oxetanone, an β-substituted-β-lactones with latent pendent hydroxyl groups,was synthesized from L-aspartic acid. Firstly, bromosuccinic acid was synthesized from L-aspartic acid and it was dehydrated to bromosuccinic anhydride by TFFA. Then the anhydride was alcoholysized to the monoester mixture by 2-benzyloxy ethanol. Finally, the novel monomer was got through a intromolecular cyclization of the mixture ester, and then it was further purified by silicon gel chromatogram. The product and the intermediates were characterized by {{}+1H NMR}, {}+{13}C NMR and elemental analysis. In addition, 2-benzyloxy ethanol was synthesized with a simplyified procedure and high yield by using Williamson method.