Literature DB >> 23634048

Diethyl 1,8-bis-(4-methyl-phen-yl)-11-oxatricyclo-[6.2.1.0(2,7)]undeca-2,4,6-triene-9,10-dicarboxyl-ate.

B Balakrishnan1, Meganathan Nandakumar, Pandamangalam R Seshadri, Arasambattu K Mohanakrishnan.   

Abstract

The title compound, C30H30O5, is the Diels-Alder adduct from 1,3-diphenyl-benzo[c]furan and diethyl maleate. The mol-ecule comprises a fused tricyclic system containing two five-membered rings, which are in envelope conformations with the O atom at the flap, and a six-membered ring adopting a boat conformation. The dihedral angle between the 4-methyl-phenyl substituents in the 1- and 8-positions is 62.1 (1)°. The ethyl group of one ester group and the eth-oxy group of the other ester group are disordered over two sets of sites, with occupancy ratios of 0.43 (2):0.57 (2) and 0.804 (7):0.196 (7), respectively. In the crystal, inversion dimers are formed through pairs of C-H⋯O inter-actions.

Entities:  

Year:  2013        PMID: 23634048      PMCID: PMC3629530          DOI: 10.1107/S1600536813005291

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


  5 in total

1.  Use of the Diels-Alder adduct of pyrrole in organic synthesis. Formal racemic synthesis of Tamiflu.

Authors:  Akio Kamimura; Toshiki Nakano
Journal:  J Org Chem       Date:  2010-05-07       Impact factor: 4.354

2.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

3.  Crystal structure of Diels-Alder cycloadduct formed from 1-(1,2,3-1H-benzotriazol-1-yl)-2-(4-methylphenyl)-2H-isoindole and dimethyl acetylenedicarboxylate.

Authors:  Ichiro Takahashi; Mikio Tsuzuki; Hidehiko Kitajima; Minoru Hatanaka; Shiro Maeda; Akihito Yamano; Tomihisa Ohta; Shinzo Hosoi
Journal:  Anal Sci       Date:  2003-06       Impact factor: 2.081

4.  8a-Methyl-5,6,8,8a,9,10-hexa-hydro-10,12a-epoxy-isoindolo[1,2-a]isoquinolinium iodide.

Authors:  Flavien A A Toze; Julya D Ershova; Mykola D Obushak; Fedor I Zubkov; Victor N Khrustalev
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-05-19

5.  Structure validation in chemical crystallography.

Authors:  Anthony L Spek
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2009-01-20
  5 in total

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