Synthesis of Panax Acetylenes: Chiral Syntheses of Acetylpanaxydol, PQ-3 and Panaxydiol

Mitsuru Satoh; Mitsuo Watanabe; Masatoshi Kawahata; Kunihiko Mohri; Yuki Yoshida; Kimiaki Isobe; Yasuo Fujimoto

doi:10.1248/cpb.52.418

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Synthesis of Panax Acetylenes: Chiral Syntheses of Acetylpanaxydol, PQ-3 and Panaxydiol

Mitsuru Satoh, Mitsuo Watanabe, Masatoshi Kawahata, Kunihiko Mohri, Yuki Yoshida, Kimiaki Isobe, Yasuo Fujimoto

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Keywords: panaxydol, panaxydiol, panax species, polyacetylene, absolute configuration, enzyme mediated-acetylation

JOURNAL FREE ACCESS

2004 Volume 52 Issue 4 Pages 418-421

DOI https://doi.org/10.1248/cpb.52.418

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Abstract

Acetylpanaxydol (1-Ac), PQ-3 (2) and panaxydiol (3) and their optical isomers were synthesized from L-(+)-diethyl tartrate. The absolute configurations of 1-Ac, 2 and 3 were determined to be 1-Ac (3R,9R,10S), 2 (9R,10S) and 3 (3R,10S), respectively, by comparisons of their optical rotations and the NMR data of their MTPA esters with those of natural products.

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