1-Octadecene → 1,2-Hexadecanediol

HRID 750418

Reaktionsgleichung

Reaktionsgleichung von HRID 750418
[OH:1][CH:2]([CH2:19][OH:20])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16](O)=O.C=CCCCCCCCCCCCCCCCC>>[CH2:19]([OH:20])[CH:2]([OH:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Komponenten

3

Edukt 2

HCID 82171-OctadeceneHCID 5282925Ustilic acid A

Produkt 1

HCID 980371,2-Hexadecanediol

Versuchsvorschrift

The bioconversion of 1,2-hexadecanediol was tested following the procedures set forth in Example 24. This substrate was tested to demonstrate the ability to form a (ω,ω-1)-dihydroxy fatty acid. Recovery was 0.138 g from 0.253 g starting material (54.5% recovery). NMR shows the 1,2-diol to be unchanged, as expected from olefin studies. But, interestingly, CH3 oxidation to the 15,16-dihydroxyhexadecanoic acid was lower than seen with octadecene, because the starting material was solid. Conversion was only about 30%. Some fatty unsaturation and minor polypropylene glycol were also seen. Since the NMR results were fairly convincing, no GC/MS analysis was performed.

Aufarbeitung

  1. customSince the NMR results

Quellen und Nachweise

ORD-Eintrag
ord-465c4a7136824ca59f8384dbba074c99
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405063B2

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