127179-41-3Relevant articles and documents
On the absolute structure of optically active neolignans containing a dihydrobenzo[b]furan skeleton
Yuen, Mabel S. M.,Xue, Feng,Mak, Thomas C. W.,Wong, Henry N. C.
, p. 12429 - 12444 (2007/10/03)
Several optically pure neolignans containing a dihydrobenzo[b]furan skeleton were synthesized. Based on an X-ray crystallographic study and circular dichroism results, the absolute configurations of some naturally occurring neolignans, namely balanophonin (1), PGI2 inducer (2), dehydrodiconiferyl alcohol-4-β-D-glucoside (3), dehydroconiferyl alcohol (4) and 3',4-di-O-methylcedrusin (5) have been unambiguously established.
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.
