rac-Methyl (3aR*,4S*,5R*,7aR*)-5,7a-bis(acetyloxy)- 3-oxo-2-phenyloctahydro-1H-isoindole-4-carboxylate

The title molecule, C20H23NO7, the product of nucleophilic cleavage of the 3a,6-epoxy bridge in 1-oxo-2-phenyloctahydro-3a,6-epoxyisoindole-7-carboxylate, comprises a cis-fused bicyclic system containing a 2-pyrrolidinone ring in an envelope conformation (with the C atom bearing the carboxylate substituent as the flap) and a cyclohexane ring in a chair conformation. The carboxylate substituent occupies the equatorial position, whereas the two acetyloxy substituents are in axial positions. The N atom has a trigonal-planar geometry, the sum of the bond angles being 359.3 (3)°. The dihedral angle between the mean plane of the four planar atoms of the pyrrolidinone ring and the phenyl ring is 25.98 (6)°. In the crystal, molecules are linked into zigzag chains along the c-axis direction by C - H⋯O hydrogen bonds.

Авторы
Toze F.A.A. 1 , Nikitina E.V. 2 , Zaytsev V.P. 2 , Zubkov F.I. 2 , Khrustalev V.N.3
Номер выпуска
10
Язык
Английский
Страницы
o1555
Статус
Опубликовано
Том
69
Год
2013
Организации
  • 1 Department of Chemistry, University of Douala, Faculty of Sciences, PO Box 24157, Douala, Cameroon
  • 2 Organic Chemistry Department, Peoples' Friendship University of Russia, Miklukho-Maklaya St. 6, Moscow, 117198, Russian Federation
  • 3 X-Ray Structural Centre, A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov St, B-334, Moscow 119991, Russian Federation
Дата создания
19.10.2018
Дата изменения
13.08.2021
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/1999/
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