✍ Scribed by Satoshi Murakami; Kazuhiro Satou; Taturo Kijima; Masataka Watanabe; Taeko Izumi
No coin nor oath required. For personal study only.
The enantiopure of (R)‐(−) MαNPA was allowed to react with racemic 18‐(tert‐butyldimethylsilyloxy)‐5‐octadecayne‐7‐ol which was derived from dodecane‐1,12‐diol, yielding diastereomeric esters mixture. These racemic esters were easily separated by HPLC on silica‐gel. The absolute configurations of the first‐eluted diastereomeric esters from the separated esters were determined using ^1^H NMR anisotropy method. Analysis on ^1^H NMR spectra and HPLC elution time of the synthesized esters and those of MαNP ester derived from natural methyl‐12‐hydroxystealate showed that the absolute configuration of natural 12‐hydroxystearic acid was R form, and the enantiomeric excess was over 99%.
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