Sciact
  • EN
  • RU

Synthetic Transformations of Higher Terpenoids. XXXIV. Preparation of Carboxyl Derivatives of Isopimaric Acid Full article

Journal Chemistry of Natural Compounds
ISSN: 0009-3130 , E-ISSN: 1573-8388
Output data Year: 2014, Volume: 50, Number: 4, Pages: 673-680 Pages count : 8 DOI: 10.1007/s10600-014-1050-5
Tags 2 5-disubstituted oxazoles, 5-methyleneoxazoles, Bromination, Cycloisomerization, Isopimaric acid, N-substituted amides
Authors Timoshenko M.A. 1,2 , Ayusheev A.B. 1,2 , Kharitonov Yu.V. 1 , Shakirov M.M. 1 , Shulʹts E.E. 1
Affiliations
1 N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Prosp. Lavrenteva, 9
2 Novosibirsk State University, 630090, Novosibirsk, Ul. Piragova, 2

Abstract: New isopimaric acid derivatives containing amines and methyl esters of α-, β-, and ω-amino acids were prepared. Conditions were found for cyclic isomerisation of isopimaric acid propargylamide into 2-(dodecahydrophenanthren-1-yl)-5-methyloxazole or 2-(dodecahydrophenanthren-1-yl)-5-methylene-4,5- dihydrooxazole. The latter was selectively modified by adding the methyl ester of (2-methylamino)butanoic acid at the oxazole C-5 position.
Cite: Timoshenko M.A. , Ayusheev A.B. , Kharitonov Y.V. , Shakirov M.M. , Shulʹts E.E.
Synthetic Transformations of Higher Terpenoids. XXXIV. Preparation of Carboxyl Derivatives of Isopimaric Acid
Chemistry of Natural Compounds. 2014. V.50. N4. P.673-680. DOI: 10.1007/s10600-014-1050-5 WOS Scopus РИНЦ ANCAN OpenAlex
Original: Тимошенко М.А. , Аюшеев А.Б. , Харитонов Ю.В. , Шакиров М.М. , Шульц Э.Э.
Синтетические трансформации высших терпеноидов. XXXIV. Получение производных изопимаровой кислоты по карбоксильной функции
Химия природных соединений. 2014. №4. С.583-589.
Dates:
Submitted: Apr 29, 2014
Published online: Sep 14, 2014
Published print: Oct 1, 2014
Identifiers:
Web of science: WOS:000343212900021
Scopus: 2-s2.0-84911942405
Elibrary: 24006961
Chemical Abstracts: 2014:1543278
Chemical Abstracts (print): 161:551229
OpenAlex: W2088918814
Citing:
DB Citing
Web of science 16
Scopus 17
OpenAlex 14
Altmetrics: