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Synthetic transformations of higher terpenoids: XV. Transformations of azlactone derived from 16-formyllambertianic acid methyl ester Научная публикация

Журнал Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393
Вых. Данные Год: 2007, Том: 43, Номер: 6, Страницы: 839-851 Страниц : 13 DOI: 10.1134/S1070428007060073
Авторы Kharitonov Yu.V. , Shul'ts E.E. , Shakirov M.M. , Tolstikov G.A.
Организации
1 (Данные Web of science) Russian Acad Sci, Siberian Div, Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia

Реферат: Condensation of 16-formyllambertianic acid methyl ester with hippuric acid gave methyl 15,16-epoxy-16-[(4Z)-5-oxo-2-phenyl-4,5-dihydrooxazol-4-ylidenemethyl]labda-8(20),13(16),14-trien-19-oate which underwent ready transformation into 2-benzoylamino-3-(2-furyl)acrylic acid of the labdanoid series. Reactions of the diterpenoid azlactone with amines and alpha-amino acid esters led to the formation of the corresponding carbamoylvinylbenzamides and N-(2-benzoylaminoacryloyl) amino acid esters, and furylacrylic acid hydrazides were formed in reactions with hydrazines. Cyclization of the N'-phenylhydrazide by the action of 1 M aqueous sodium hydroxide gave the corresponding 1,2,4-triazin-6-one. By treatment of the azlactone with aqueous ammonia on heating, 4-substituted 2-phenyl-4,5-dihydroimidazol-5-one was obtained.
Библиографическая ссылка: Kharitonov Y.V. , Shul'ts E.E. , Shakirov M.M. , Tolstikov G.A.
Synthetic transformations of higher terpenoids: XV. Transformations of azlactone derived from 16-formyllambertianic acid methyl ester
Russian Journal of Organic Chemistry. 2007. V.43. N6. P.839-851. DOI: 10.1134/S1070428007060073 WOS Scopus РИНЦ OpenAlex
Оригинальная: Харитонов Ю.В. , Шульц Э.Э. , Шакиров М.М. , Толстиков Г.А.
Синтетические трансформации высших терпеноидов. xv. превращения азлактона 16-формилметилламбер-тианата
Журнал органической химии (RUSS J ORG CHEM+). 2007. Т.43. №6. С.843-854. РИНЦ
Даты:
Опубликована в печати: 1 июн. 2007 г.
Идентификаторы БД:
Web of science: WOS:000248058900007
Scopus: 2-s2.0-34547244672
РИНЦ: 13552999
OpenAlex: W2032157531
Цитирование в БД:
БД Цитирований
Web of science 4
Scopus 6
РИНЦ 4
OpenAlex 5
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