Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Metabolism of Drugs. XLV. Synthesis of 2-Naphthyl β-D-Glucofuranosiduronic Acid.
Keitaro KatoKazuo YoshidaHisao Tsukamoto
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1964 Volume 12 Issue 6 Pages 664-669

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Abstract
1. 2-Naphthyl β-D-grucofuranoside was synthesized from 2-naphthyl diacetyl-β-D-glucofuranosiduronolactone with lithium aluminum hydride, and the ring structure of this compound was examined by periodate oxidation. 2. Catalytic oxidation of 2-naphthyl β-D-glucofuranoside with gaseous oxygen and platinum black yielded 2-naphthyl β-D-glucofuranosiduronic acid. The ring structure of this compound was examined by periodate oxidation. Methyl 2-naphthyl β-D-glucofuranosiduronate was easily converted to 2-naphthyl β-D-glucofuranosiduronolactone. Methylation and acetylation of 2-naphthyl β-D-glucofuranosiduronic acid yielded 2-naphthyl diacetyl-β-D-glucofuranosiduronolactone.
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© The Pharmaceutical Society of Japan
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