Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthetic Studies on Sorigenins. VI. Synthesis of γ-Lactone of 3-Hydroxymethyl-1, 6, 8-trimethoxy-2-naphthoic Acid (α-Sorigenin Dimethyl Ether). (1).
Zenichi HoriiToyoshi KatagiYasumitsu Tamura
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1963 Volume 11 Issue 3 Pages 312-317

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Abstract
The lithium aluminum hydride reduction of the half ester VIII, obtained by alcoholysis of 1, 6, 8-trimethoxy-2, 3-naphthalenedicarboxylic anhydride (VII), afforded two kinds of lactones of m. p. 185°and m. p. 202°, among which the former lactone of m. p. 185°was shown to be identical with natural α-sorigenin dimethyl ether, and the latter lactone of m. p. 202°with 3-hydroxymethyl-4, 5, 7-trimethoxy-2-naphthoic acid γ-lactone (X) prepared in the previous paper. Thus, the structure of α-sorigenin dimethyl ether was proved to be 3-hydroxymethyl-1, 6, 8-trimethoxy-2-naphthoic acid γ-lactone by synthetic means.
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© The Pharmaceutical Society of Japan
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