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3β-Acet-oxy-12α-chloro-d-friedooleanan-28,14β-olide.

ABSTRACT: 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-acet-oxy-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, mol-ecules are connected by weak inter-molecular C-H⋯O hydrogen bonds into layers extending parallel to the bc plane.

SUBMITTER: Froelich A

PROVIDER: S-EPMC3051923 | biostudies-literature | 2011 Feb

REPOSITORIES: biostudies-literature

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3β-Acet-oxy-12α-chloro-d-friedooleanan-28,14β-olide.

Froelich Anna A Kowiel Marcin M Bednarczyk-Cwynar Barbara B Zaprutko Lucjusz L Gzella Andrzej K AK

Acta crystallographica. Section E, Structure reports online 20110223 Pt 3

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-acet-oxy-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. I ...[more]

PMID: 21522426

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Absolute configuration of 3β-acet-oxy-olean-11,12-aziridin-28,13-β-olide.

Project description:The title compound, C(32)H(49)NO(4), has been isolated from the dichloro-methane extract of the stem bark of Garcinia atroviridis Griff. ex T. Anders. Rings A and B, B and C, and C and D are trans-fused, whereas rings D and E are cis-fused. Rings A, B, C and E have slightly distorted chair conformations, while ring D is most heavily distorted towards a half-chair conformation owing to the strain induced by the lactonization. The ester group attached to ring A is in an equatorial position.

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3β-Acet-oxy-8β,10β-dihy-droxy-6β-meth-oxy-eremophil-7(11)-en-8,12-olide.

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3β-Acet-oxy-6-hy-droxy-imino-cholestane.

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3β-Acet-oxy-12-oxoolean-28-oic acid benzyl ester.

Project description:The mol-ecule of title compound, C(39)H(56)O(5), contains five fused six-membered rings, four of which (rings A, B, D and E) adopt a chair conformation, while the other (ring C) has a half chair conformation. The acet-oxy and carb-oxy-benzyl groups occupy equatorial positions.

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3β-Acet-oxy-19-hy-droxy-Δ(5)-pregnen-20-one.

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3β-Acet-oxy-5α-cholestan-6-one 2-cyano-acetyl-hydrazone.

Project description:The asymmetric unit of the title compound, C(32)H(51)N(3)O(3), consists of two crystallographically independent mol-ecules, A and B; the 2-methyl-pentane group of mol-ecule A and the propane group of mol-ecule B are each disordered over two sets of sites, with refined site-occupancies of 0.825 (5):0.175 (5) and 0.630 (18):0.370 (18), respectively. In both mol-ecules, the three cyclo-hexane rings in the steroid fused ring systems adopt chair conformations while the cyclo-pentane rings adopt envelope and twist conformations in mol-ecules A and B, respectively. In the crystal, N-H⋯O and C-H⋯O hydrogen bonds link the two independent mol-ecules together, generating R(2) (1)(7) and R(2) (2)(8) ring motifs.

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Project description:The asymmetric unit of the title compound, C(58)H(96)N(2)O(4), contains two crystallographically independent mol-ecules. All cyclohexane rings are in chair conformations, while the furan ring is in an envelope conformation in one mol-ecule and a twist conformation in the other. Two acetaldehyde and one isobutane groups are disordered over two orientations with refined site occupancies of 0.940 (4):0.060 (4) and 0.791 (7):0.209 (7), respectively. In the crystal, mol-ecules are stacked along the a axis through van der Waals inter-actions.

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3β-Chloro-6-[2-(2-cyano-acet-yl)hydrazin-1-yl-idene]-5α-cholestane.

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