l-エフェドリンのキラリティーを利用した合成 : アラニンおよびフェニルグリシンの不斉合成

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概要

• 論文の詳細を見る

• The chiral hydrazone compounds (IVa and IVb) were obtained by the condensation of methyl pyruvate and ethyl phenylglyoxylate with l-ephedrine-N-amine. Reduction of the C=N group in these compounds was carried out using Pd-C (10%) catalyst in ethanol at room temperature, followed by hydrogenolysis of the N-N linkage using the same catalyst in acidic ethanol solution under pressure of 3-4 kg/cm^2 at 50-60°, and amino acid esters and l-ephedrine were obtained. Alanine and phenylglycine formed by hydrolysis of amino acid esters afforded R configuration with optical purity of 38% and 37%, respectively. The optical purity of l-ephedrine decreased only by 3.4% and 1.5% in several case during a cycle of the amino acid synthesis using l-ephedrine as a chiral reagent.

• 1978-05-25

著者

• 高橋 浩

  Faculty Of Pharmaceutical Science Hoshi University

• 高橋 浩

  星薬科大学

• 富田 考一

  星薬科大学

• 野口 博美

  星薬科大学

• 乙益 寛隆

  星薬科大学

• 野口 博美

  Hoshi Institute Of Pharmaceutical Sciences

• 富田 考一

  Hoshi Institute Of Pharmaceutical Sciences

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