X-ray structure determination of a chiral synthon,essential for the synthesis of 25-2H-stigmasterol |
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| Authors: | M P Marsan I Muller A Milon W Warnock Y Nakatani G Ourisson J Jaud |
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| Institution: | (1) Laboratoire de Pharmacologie et de Toxicologie Fondamentales, CNRS, 118 rte de Narbonne, 31062 Toulouse, France;(2) Laboratoire de Chimie Organique des Substances Naturelles, associé au CNRS, Centre de Neurochimie, 5 rue Blaise Pascal, 67084 Strasbourg, France;(3) Centre Elaboration de Matériaux et d'Etudes Structurales, CNRS, BP 4347, 31055 Toulouse Cedex, France |
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| Abstract: | Synthesis of sterols with varying side chains, including deuterium labeled stigmasterol and sitosterol may be performed via the Wittig-Horner coupling of a 22 aldehyde derived from stigmasterol and a suitable sulfoxide derivative of the side chain. The X-ray structure determination of this synthon have been performed since it is a crucial step in order to know the absolute configuration of the chiral carbon atoms. Crystallographic data were as follows:a=7.437(2),b=10.103(4),c=10.274(3)Å,  =100.32(6)o,
=759.4 Å3, space group P21 (No.4),Z=2,D
c=1.239 g cm–3. |
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| Keywords: | Chiral sulfoxide plant sterols deuterium labeled stigmasterol crystalline structure |
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