Synthesis of Methyl (S)-(-)-6,8-Dihydroxyoctanoate as a Precursor of (R)-(+)-α-Lipoic Acid

Makoto GANAHA; Satoshi YAMAUCHI; Yoshiro KINOSHITA

doi:10.1271/bbb.63.2025

Bioscience, Biotechnology, and Biochemistry

Online ISSN : 1347-6947
Print ISSN : 0916-8451

Organic Chemistry Notes

Synthesis of Methyl (S)-(-)-6,8-Dihydroxyoctanoate as a Precursor of (R)-(+)-α-Lipoic Acid

Makoto GANAHA, Satoshi YAMAUCHI, Yoshiro KINOSHITA

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Keywords: yeast reduction, γ-ketoester, asymmetric reduction, (R)-(+)-α-lipoic acid

JOURNAL FREE ACCESS

1999 Volume 63 Issue 11 Pages 2025-2027

DOI https://doi.org/10.1271/bbb.63.2025

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Abstract

The synthesis of methyl (S)-(-)-6,8-dihydroxyoctanoate as a precursor of (R)-(+)-α-lipoic acid was accomplished by using methyl (S)-(-)-(2-oxocyclohexyl)acetate, which had been obtained from baker’s yeast reduction, as a chiral starting material.

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