ChemicalBook CAS DataBase List (R)-3-Hydroxy Myristic Acid

(R)-3-Hydroxy Myristic Acid synthesis

14synthesis methods

Product Name:(R)-3-Hydroxy Myristic Acid
CAS Number:28715-21-1
Molecular formula:C14H28O3
Molecular Weight:244.37

76062-97-0 Synthesis

R-(3)-HYDROXYMYRISTIC ACID, METHYL ESTER

76062-97-0
47 suppliers
$94.00/100mg

28715-21-1
92 suppliers
$80.00/10mg

Yield: 98%

Reaction Conditions:

with lithium hydroxide monohydrate in tetrahydrofuran;water at 20; for 2 h;

Steps:

38 (R)-3-hydroxytetradecanoic acid
Lithium hydroxide monohydrate (1.98 g, 47.2 mmol) was added to a solution of (R)-methyl 3-hydroxytetradecanoate (42, 8.17 g, 31.5 mmol) in THF (66 mL) and water (66 mL) and stirred at room temperature for 2 h. The mixture was then diluted with diethyl ether (1 L) and the pH adjusted to 3 with a solution of hydrochloric acid (1 N). The solution was then extracted with diethyl ether (200 mL), and the organic fractions were combined and dried over Na₂SO₄. Na₂SO₄was removed by filtration and the filtrate was concentrated in vacuo to provide (R)-3-hydroxytetradecanoic acid (36, 7.59 g, 98%) as an off-white solid.

References:

INFECTIOUS DISEASE RESEARCH INSTITUTE;REED, STEVEN G;CARTER, DARRICK JP2016/28042, 2016, A Location in patent:Paragraph 0182