91975-53-0Relevant academic research and scientific papers
Synthesis and stereochemical assignment of geraniol- and nerol-derived Cygerol enantiomers
Sukhanova, Anna A.,Puchkin, Ilya A.,Vasil'ev, Andrei A.,Zlotin, Sergei G.
, p. 1834 - 1841 (2017/11/20)
The enantiomers (up to 99% ee) of both geraniol- and nerol-derived 2-cyclohexyl-5,9-dimethyldeca-4,8-dienoic acid, the active ingredient of the wound healing medication Cygerol, were prepared via a low-temperature alkylation, basic hydrolysis, derivatization with (S)-4-benzyloxazolidin-2-one and chromatographic separation steps. The absolute configuration of stereocenters in the antipodes having an (E)- or (Z)-geometry of the internal double bond was determined based on characteristic 1H NMR signals of the corresponding (S)-4-benzyloxazolidin-2-one-derived imides and on conversion to the known diethyl (S)-2-cyclohexylsuccinate and (S)-2-cyclohexylbutane-1,4-diol with reported specific rotations.
Kinetic resolution of racemic (cyclohexyl)(geranyl)acetic acid
Zlotin, Sergei G.,Kryshtal, Galina V.,Zhdankina, Galina M.,Sukhanova, Anna A.,Kucherenko, Alexander S.,Smirnov, Boris B.,Tartakovsky, Vladimir A.
, p. 257 - 259 (2015/02/19)
A kinetic resolution of racemic (cyclohexyl)(geranyl)acetic acid, the active ingredient of wound-curing medication Cygerol, to (S)- and (R)-enantiomers was achieved by diastereoselective esterification with (S)- or (R)-BINOL.
