Synthesis of ring ¹⁴C‐methyl labeled retinyl acetate

1 January 1979

journal article
research article
Published by Wiley in Journal of Labelled Compounds and Radiopharmaceuticals

Vol. 16 (4) , 551-558
https://doi.org/10.1002/jlcr.2580160407

Abstract

A method for incorporation of a ¹⁴C‐label in the ring geminal methyl moiety of Vitamin A is described. The procedure involves mono methylation of 2,6‐dimethylcyclohexanone with ¹⁴C‐methyl iodide as catalyzed by potassium hydride to afford 2‐¹⁴C, 2,6‐trimethylcyclohexanone. Subsequent condensation with an 11‐carbon acetylenic side chain, followed by reduction, acetylation and dehydration yielded ¹⁴C‐retinyl acetate. Final purification was achieved by preparative thin layer chromatography.

Keywords

This publication has 1 reference indexed in Scilit:

Saline hydrides and superbases in organic reactions. II. Facile reaction of potassium hydride with ketones. Rapid, quantitative formation of potassium enolates from ketones via kaliation
The Journal of Organic Chemistry, 1974

Synthesis of ring 14C‐methyl labeled retinyl acetate

Abstract

Keywords

Synthesis of ring ¹⁴C‐methyl labeled retinyl acetate