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X-ray structure determination of a chiral synthon, essential for the synthesis of 25-2H-stigmasterol

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, β=100.32(6)o,=759.4 Å3, space group P21 (No.4),Z=2,Dc=1.239 g cm−3.
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https://www.hal.inserm.fr/inserm-02475423
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Submitted on : Wednesday, February 12, 2020 - 9:18:30 AM
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M. Marsan, I. Muller, A. Milon, W. Warnock, Y. Nakatani, et al.. X-ray structure determination of a chiral synthon, essential for the synthesis of 25-2H-stigmasterol. Journal of Chemical Crystallography, Springer Verlag, 1995, 25 (11), pp.783-786. ⟨10.1007/BF01670336⟩. ⟨inserm-02475423⟩

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