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3,28-Diacetoxylup-20(29)-ene-30-oic Acid and Its ω-Bromoalkyl Esters
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2020-05-26 , DOI: 10.1134/s1070428020040107 D. V. Ponomaryov , L. R. Grigorʼeva , A. V. Nemtarev , O. V. Tsepaeva , V. F. Mironov , O. I. Gnezdilov , I. S. Antipin
中文翻译:
3,28-Diacetoxylup-20(29)-ene-30-oic acid及其ω-溴代烷基酯
更新日期:2020-05-26
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2020-05-26 , DOI: 10.1134/s1070428020040107 D. V. Ponomaryov , L. R. Grigorʼeva , A. V. Nemtarev , O. V. Tsepaeva , V. F. Mironov , O. I. Gnezdilov , I. S. Antipin
Abstract
A convenient procedure has been developed for the synthesis of 3β,28-diacetoxylup-20(29)-en-30-oic acid via oxidation of 3β,28-di-O-acetylbetulin with selenium dioxide in aqueous ethanol on heating, followed by oxidation of 3β,28-diacetoxylup-20(29)-en-30-al thus formed with sodium chlorite in tert-butyl alcohol. The alkylation of 3β,28-diacetoxylup-20(29)-en-30-oic acid with 1,3-dibrompropane and 1,5-dibromopentane in boiling acetonitrile in the presence of potassium carbonate afforded the corresponding ω-bromoalkyl esters in high yields.中文翻译:
3,28-Diacetoxylup-20(29)-ene-30-oic acid及其ω-溴代烷基酯