Study on the synthesis of N,N-dipropargylglycine

来源 :中国化学会第十六届全国有机合成化学学术研讨会 | 被引量 : 0次 | 上传用户:mkl119
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  At present.the research on the mechanism of action of artemisimn is a hot topic at present.N.N-dipropargylglycine is a fragment of the mechanism of action of artemisinin.and as a glycine derivative.it is synthesized.An important intermediate for drugs,so it has good application prospects and research value[1].In this paper,N,N-dipropargylglycine was synthesized from glycine and bromopropyne.First,glycine and methanol were used as raw materials.and methylene chloride was used as an activator to synthesize glycine methyl ester[2].Further.using methanol solution as a solvent and potassium carbonate as an acid binding agent,glycine methyl ester and bromopropyne are reacted at room temperature to obtain N,N-dipropargyl glycine ester.Finally,the methanol solution was used as a solvent.10%sodium hydroxide was used as a catalyst,and refluxed for 30 minutes.The reaction solution was cooled and acidified to obtain N,N-dipropargylglycine.The yield was 92.0%.The method avoids the problems of large energy consumption,long reaction time and low yield.The reaction process is simple,the by-products are few,and the post-treatment is simple.The synthetic route is as follows:Nuclear magnetic analysis: 1H NMR(400 MHz,DMSO)δ 12.51(s,IH),3.47(d,J = 2.2 Hz,4H),3.30(s,2H),3.21(d,J = 2.2 Hz,2H).13C NMR(101 MHz,DMSO)δ 171.67,79.32,76.45,53.27,42.02.
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