Structure of an allylic precursor of higher sugars - IUCr Journals

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Instytut Chemii Organicznej Polskiej Akademii Nauk, ul. Kasprzaka 44, 01-224 I, ... On leave of absence from Instytut Chemii, Uniwersytet. Wrodawski, ul.
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Acta Cryst. (1990). CA6, 442--445

Structure of an Allylic Precursor of Higher Sugars BY ZBIGNIEW CIUNIK* AND HANS PAULSEN

Institut fdr Organische Chemie und Biochemie, Universitdt Hamburg, Martin-Luther-King-Platz 6, D-2000 Hamburg 13, Federal Republic of Germany PETER LUGER

Institut fdr Kristallographie, Freie Universitdt Berlin, Takustrasse 6, D-1000 Berlin 33, Federal Republic of Germany AND SLAWOMIR JAROSZ

Instytut Chemii Organicznej Polskiej Akademii Nauk, ul. Kasprzaka 44, 01-224 I,Varszawa, Poland (Received 18 January 1989; accepted 30 May 1989)

Abstract. 3-O-Benzyl-5-deoxy- 1,2-O-isopropylidene-5-

Experimental. The title compound was obtained and

C-[methyl (E)-6-O-acetyl-2,3,4-tri-O-benzyl-7-deoxy-

recrystallized by the method previously reported (Jarosz, 1988a). Crystal dimensions 0.5 x 0.5 x 0-8 mm, D E C micro PDP 11-controlled Stoe-AED diffractometer, Ni-filtered Cu K a radiation. Lattice parameters from 45 reflections (30 _< 20 _< 40°). oJ/20 scan, 5 ___20 ___ 127 °, 0 < h < 6, 0 _< k < 36, - 13 3tr(F). The furan rings are in envelope conformation with an angle of 66.5 (3) ° between them.

* To whom correspondence should be addressed. t DCB contribution No. 745. 0108-2701/90/030445-03503.00

Introduction. The benzofuran ring system is prevalent in many natural products and some exhibit bactericidal activity (Gilchrist, 1985). The title compound was obtained as a by-product in the synthesis of pterocarpans (Ramakanth, 1984). The present paper reports the X-ray structure of the compound in the crystal.

Experimental. Colourless needle-shaped single crystals by slow evaporation of acetone, Dm by flotation, 0.35 x 0.30 x 0.25 mm, monoclinic P21/n, three© 1990 International Union of Crystallography