15-hydroxy Pentadecanoic acid is a hydroxylated fatty acid that has been used in the synthesis of the macrocyclic lactone musk compounds exaltolide and phoracantholide I. [Matreya, LLC. Catalog No. 1881]
white to light yellow crystalline powder
15-Hydroxypentadecanoic acid is suitable reagent used in the following studies:
- As an internal standard in the quantification of formation of 11-hydroxylauric acid by gas chromatography.
- In the synthesis of [16-14C]16DCA (DCA= dicarboxylic acid) by one-carbon elongation procedure at C15.
- As an internal standard for the normalization of intensities in the mass spectra of plant cutin polymer.
It may be used in the synthesis of 5-pentadecanolide on dealuminated HY zeolite and also fatty acid analog of podophyllotoxin.
ChEBI: An omega-hydroxy fatty acid that is pentadecanoic acid in which one of the hydrogens of the terminal methyl group has been replaced by a hydroxy group.
15-Hydroxypentadecanoic acid undergoes lactonization reaction catalyzed by Mucor javanicus L46 and Mucor miehei to afford macrocyclic mono- and oligolactone derivatives. Its lipase-catalyzed synthesis from 15-tetracosenoic acid in Malania Olcifera Chum oil has been proposed. It also participates in the biosynthesis of pentadecanolide.
[1] J. COSSY J. P P. A three step synthesis of exaltolide and phoracantholide I[J]. Tetrahedron Letters, 1986, 27 21: Pages 2369-2370. DOI:
10.1016/s0040-4039(00)84531-1
