Preparation and characterization of the DDD(RRR)-stereoisomer of 4,8,12,16-tetramethylheptadecanoic acid and 5,9,13,17-tetramethyloctadecanoic acid

The chemical synthesis of the DDD-stereoisomers of the C 21 and C 22 saturated isoprenoid acids, 4 R,8 R,12 R,16-tetramethylheptadecanoic and 5 R,9 R,13 R,17-tetramethyloctadecanoic acids, and their respective methyl esters is described; the starting material, 3 R,7 R,11 R,15-tetramethylhexadecyl io...

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Published inChemistry and physics of lipids Vol. 8; no. 1; pp. 32 - 41
Main Authors Kates, M., Hancock, A.J., Ackman, R.G., Hooper, S.N.
Format Journal Article
LanguageEnglish
Published Elsevier Ireland Ltd 1972
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Summary:The chemical synthesis of the DDD-stereoisomers of the C 21 and C 22 saturated isoprenoid acids, 4 R,8 R,12 R,16-tetramethylheptadecanoic and 5 R,9 R,13 R,17-tetramethyloctadecanoic acids, and their respective methyl esters is described; the starting material, 3 R,7 R,11 R,15-tetramethylhexadecyl iodide was derived from the lipids of Halobacterium cutirubrum. The C 21 and C 22 acids and methyl esters obtained were characterized by elemental analysis, IR, NMR, and mass spectra, and by their chromatographic mobilities and optical rotations.
ISSN:0009-3084
1873-2941
DOI:10.1016/0009-3084(72)90041-2