159346-97-1Relevant academic research and scientific papers
Absolute Configuration of Dehydrodiconiferil Alcohol
Hirai, Nobuhiro,Okamoto, Masahiko,Udagawa, Hiroake,Yamamuro, Munehiro,Kato, Masayoshi,Koshimizu, Koichi
, p. 1679 - 1684 (2007/10/02)
The absolute configuration of dehydrodiconiferyl alcohol was elucidated by chemical degradation. (+)-Dehydrodiconiferyl alcohol was prepared by optical resolving the racemate with HPLC and degraded to methylsuccinic acid.This methylsuccinic was the (R)-(+)-enantiomer, the optical purity of which was confirmed by HPLC after suitable conversion.This result shows that the absolute configuration of C-2 of (+)-dehydrodiconiferyl alcohol was S.H-2 and H-3 of (+)-dehydrodiconiferyl alcohol are trans, so the absolute confuguration of C-3 must be R.Thus, (+)-dehydrodiconiferyl alcohol was 2S and 3R, and the (-)-enantiomer was 2R and 3S.The absolute configuration of natural glucosides of dehydrodiconiferyl alcohol was also elucidated.
