3β-Acet­oxy-12α-chloro-d-friedooleanan-28,14β-olide

The title compound, C(32)H(49)ClO(4), was obtained along with nitrile and lactam products in the POCl(3)-catalysed Beckmann rearrangement from 3β-acet­oxy-12-hydroxyiminoolean-28-olic acid methyl ester. The mechanism of the transformation leading to the title compound remains unclear and requires fu...

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Detalles Bibliográficos
Autores principales: Froelich, Anna, Kowiel, Marcin, Bednarczyk-Cwynar, Barbara, Zaprutko, Lucjusz, Gzella, Andrzej K.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051923/
https://www.ncbi.nlm.nih.gov/pubmed/21522426
http://dx.doi.org/10.1107/S160053681100585X
Descripción
Sumario:The title compound, C(32)H(49)ClO(4), was obtained along with nitrile and lactam products in the POCl(3)-catalysed Beckmann rearrangement from 3β-acet­oxy-12-hydroxyiminoolean-28-olic acid methyl ester. The mechanism of the transformation leading to the title compound remains unclear and requires further investigation. Rings A, B and E are in chair conformations, ring C has a twisted-boat conformation, ring D a conformation halfway between boat and twisted-boat and rings D and E are cis-fused. In the crystal, mol­ecules are connected by weak inter­molecular C—H⋯O hydrogen bonds into layers extending parallel to the bc plane.

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