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3-Cyano-11-oxo-3,4-seco-12a-aza-C-homoolean-4(23)-en-28-oic acid methyl ester.

ABSTRACT: The title compound, C(31)H(48)N(2)O(3), is a Beckmann rearrangement product. The isopropenyl and meth-oxy-carbonyl groups have ?-orientations, whereas the 2-cyano-ethyl group has an ?-orientation. In the triterpenoid skeleton, the seven-membered lactam ring, as well as the three six-membered carbocyclic rings, have chair conformations. In the crystal, mol-ecules are linked via nonclassical C-H?O hydrogen bonds into layers parallel to the ab plane.

SUBMITTER: Froelich A

PROVIDER: S-EPMC3275272 | biostudies-other | 2012 Feb

REPOSITORIES: biostudies-other

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3-Cyano-11-oxo-3,4-seco-12a-aza-C-homoolean-4(23)-en-28-oic acid methyl ester.

Froelich A A Bednarczyk-Cwynar B B Gzella A K AK

Acta crystallographica. Section E, Structure reports online 20120131 Pt 2

The title compound, C(31)H(48)N(2)O(3), is a Beckmann rearrangement product. The isopropenyl and meth-oxy-carbonyl groups have β-orientations, whereas the 2-cyano-ethyl group has an α-orientation. In the triterpenoid skeleton, the seven-membered lactam ring, as well as the three six-membered carbocyclic rings, have chair conformations. In the crystal, mol-ecules are linked via nonclassical C-H⋯O hydrogen bonds into layers parallel to the ab plane. ...[more]

PMID: 22347128

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