An Efficient Alternative to the Total Synthesis of Isophytol

Title:An Efficient Alternative to the Total Synthesis of Isophytol

Volume: 18 Issue: 12

Author(s): Thirupathi R. Yerramreddy*Alexandros Yiannikouris

Affiliation:

• Research Department, Chemistry and Toxicology Division, Alltech Center for Animal Nutrigenomics & Applied Animal Nutrition, 3031, Catnip Hill Road, Nicholasville, KY 40356,United States

Keywords: Isophytol, citral, pseudoionone, 2-methoxypropene, phytone, tocopherol.

Abstract: An improved and alternative method for the total synthesis of isophytol from citral via using pseudoionone intermediate was developed and described in this manuscript. This alternative commercially viable approach involves six steps and it represents an alternative method commercially viable over existing published synthetic methods in the literature. This goal was achieved by developing and optimizing an efficient and high yield procedure for the synthesis of a key intermediate i.e. 6,10,14-trimethylpentadectrimethylpentadec-5-en-2-one, by reacting 2-methoxypropene with a tertiary alcohol (3,7,11-trimethyldodec-1-ene-3-ol). Isophytol was provided in 58-60% overall yield from citral with >99% purity, evaluated by TLC, GC, and NMR.

Cite this article as:

Yerramreddy R. Thirupathi *, Yiannikouris Alexandros , An Efficient Alternative to the Total Synthesis of Isophytol, Letters in Organic Chemistry 2021; 18 (12) . https://dx.doi.org/10.2174/1570178618666210813124123