Synthesis of 6‐(10‐hydroxy‐[1‐14C]decyl) ‐2,3‐dimethoxy‐5‐methyl‐1,4‐benzoquinone

doi:10.1002/JLCR.2580221009

Paper

Synthesis of 6‐(10‐hydroxy‐[1‐14C]decyl) ‐2,3‐dimethoxy‐5‐methyl‐1,4‐benzoquinone

Published Oct 1, 1985 · N. Hayashi, S. Kato

Journal of Labelled Compounds and Radiopharmaceuticals

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Abstract

6-(10-Hydroxy-[1-14C]decyl)-2,3-dimethoxy-5-methyl-1,4- benzoquinone (VIII) having a specific activity of 23.4 mCi/mmol was synthesized. 9-(2-Hydroxy-3,4-dimethoxy-6-methyl-[carbonyl-14C] benzoyl)nonanol (VI) was obtained from the condensation of 3,4,5-trimethoxytoluene with 10-acetoxy-[1-14C]decanoyl chloride (V) prepared from K14CN (I). Reduction of VI with hydrogen in the presence of Pd-Cprovided 10-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)-[1-14C]decanol (VII). VII was oxidized with a Fremy's salt to give VIII in 21.5% radiochemical yield. 6-(10-Hydroxy-decyl)-2-methoxy-3-[14C]methoxy-5-methyl-1,4- benzoquinone (XI) was prepared in 34.6% radiochemical yield from the reaction of [14C]dimethyl sulfate with 6-(10-hydroxydecyl) -3-hydroxy-2-methoxy-5-methyl-1,4-benzoquinone.

Study Snapshot

This study demonstrates the successful synthesis of 6-(10-hydroxy-[1-14C]decyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (VIII) with a specific activity of 23.4 mCi/mmol, providing a new tool

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Synthesis of 6‐(10‐hydroxy‐[1‐14C]decyl) ‐2,3‐dimethoxy‐5‐methyl‐1,4‐benzoquinone

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