A NOVEL DIOXABICYCLO[3.3.1]NONANE, A KEY INTERMEDIATE IN THE SYNTHESIS OF ERYTHRONOLIDE-B SECO-ACID

Authors
LYNCH VM LEE WC MARTIN SF DAVIS BE
Citation
Vm. Lynch et al., A NOVEL DIOXABICYCLO[3.3.1]NONANE, A KEY INTERMEDIATE IN THE SYNTHESIS OF ERYTHRONOLIDE-B SECO-ACID, Acta crystallographica. Section C, Crystal structure communications, 50, 1994, pp. 1467-1469
Citations number
10
Categorie Soggetti
Crystallography
Journal title
Acta crystallographica. Section C, Crystal structure communications → ACNP
ISSN journal
01082701
Volume
50
Year of publication
1994
Part
9
Pages
1467 - 1469
Database
ISI
SICI code
0108-2701(1994)50:<1467:ANDAKI>2.0.ZU;2-Q
Abstract
In the title compound, -4,6,8-trimethyl-2,9-dioxabicyclo[3.3.1]nonan-6 -yl 1-imidazolecarboxylate, C16H24N2O4, the 2,9-dioxabicyclo-[3.3.1]no nane ring system assumes a double-chair conformation. Bond angles arou nd the ring are enlarged compared to normal tetrahedral values to alle viate some of the overcrowding which results from close intramolecular H ... H and C ... C contacts. The N-imidazolylcarbonyloxy group is ne arly planar with dihedral angles of 5.2 (2) and 6.0 (2)-degrees betwee n the imidazole and carbonyl groups for molecules 1 and 2, respectivel y.