(2S, 3S)‐2, 6‐Dimethylheptane‐1, 3‐diol, the oxygenated side chain of 22(S)‐hydroxycholestrol, and its synthetic precursor (R)‐4‐benzyl‐3‐[(2R, 3S)‐3‐hydroxy‐2, 6‐dimethylheptanoyl]‐1, 3‐oxazolidin‐2‐one. (16th May 2013)

• Record Type: Journal Article
• Authors: Høgmoen Åstrand, Ove Alexander; Iqbal, Zeshan; Sandberg, Marcel; Kase, Eili T.; Görbitz, Carl Henrik; Rongved, Pål
• Is Part Of: Acta crystallographica. Volume 69:Part 6(2013:Jun.)
• Page Start: 647
• Page End: 650
• Publication Date: 2013-05-16
• Subjects: Crystallography -- Periodicals; Crystals -- Periodicals; 548.05
• DOI: 10.1107/S0108270113011852
• Languages: English
• ISSNs: 0108-2701

Abstract

<abstract abstract-type="main" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p>(2<italic>S</italic>, 3<italic>S</italic>)‐2, 6‐Dimethylheptane‐1, 3‐diol, C₉H₂₀O₂, (I), was synthesized from the ketone (<italic>R</italic>)‐4‐benzyl‐3‐[(2<italic>R</italic>, 3<italic>S</italic>)‐3‐hydroxy‐2, 6‐dimethylheptanoyl]‐1, 3‐oxazolidin‐2‐one, C₁₉H₂₇NO₄, (II), containing C atoms of known chirality. In both structures, strong hydrogen bonds between the hydroxy groups form tape motifs. The contribution from weaker C—H...O hydrogen bonds is much more evident in the structure of (II), which furthermore contains an example of a direct short O<italic>sp</italic>³...C<italic>sp</italic>² contact that represents a usually unrecognized type of intermolecular interaction.</p> </abstract>