14531-43-2

Basic information

• Product Name: (R)-3-hydroxyoctadecanoic acid
• CAS NO: 14531-43-2
• Molecular Weight: 300.482
• Mol File: 14531-43-2.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: (R)-3-hydroxyoctadecanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-hydroxyoctadecanoic acid(14531-43-2)
• EPA Substance Registry System: (R)-3-hydroxyoctadecanoic acid(14531-43-2)

Safety Data

• Hazardous Substances Data: 14531-43-2(Hazardous Substances Data)

Upstream product

• 16694-29-4 3-oxooctadecanoic acid 
• 1002-84-2 palmitic acid 
• 57-11-4 stearic acid 
• 629-90-3 n-heptadecanal 
• 185306-50-7 (R)-2-pentadecyloxirane 
• 75-77-4 chloro-trimethyl-silane 
• 19218-94-1 1-iodotetradecane 
• 112-67-4 n-hexadecanoyl chloride 
• 307557-88-6 (2R,4R)-4-((R)-1-Allyl-hexadecyloxy)-pentan-2-ol 
• 308110-75-0 (4R,6R)-4,6-Dimethyl-2-pentadecyl-[1,3]dioxane 
• 307557-82-0 (R)-nonadec-1-en-4-ol 
• 629-80-1 n-hexadecylaldehyde 
• 57-10-3 1-hexadecylcarboxylic acid 
• 14531-34-1 methyl 3-oxooctadecanoate 

Downstream Products

• 287922-81-0 phenacyl (R)-3-hydroxyoctadecanoate 
• 307557-83-1 C₇₉H₁₁₃ClN₁₂O₂₅ 
• 2420-36-2 (R)-β-hydroxyoctadecanoic acid methyl ester 

Relevant articles and documents

Enzymatic Regio- And Enantioselective C-H Oxyfunctionalization of Fatty Acids

Directed evolution of a P450 hydroxylase (P450BSβ) achieves an engineered enzyme that is able to catalyze C-H oxyfunctionalization of fatty acids (FAs) in a highly regio- and enantioselective fashion (>20:1 Cβ/Cα and > 99% ee in all cases). The biocatalyst displays high reactivity (TON up to 1540), takes inexpensive H2O2 as oxidant, and converts C11-C18 saturated FAs as well as naturally derived unsaturated oleic and linoleic acids to optically pure β-hydroxy FAs. Merging biocatalysis with chemical transformation, we further offer a chemoenzymatic strategy to access valuable FA derivatives bearing 1,3-diol, β-amino, β-lactone, and β-lactam functionalities in either enantiomeric form. Molecular docking studies provide a rationale for the regio- and enantioselectivity of this reaction.

2-Acety-1-(3-glycosyloxyoctadecanoyl)glycerol and dammarane triterpenes in the exudates from glandular trichome-like secretory organs on the stipules and leaves of Cerasus yedoensis

A glycolipid, 2-acetyl-1-{3-[3,4-di-O-acetyl-β-d-glucopyranosyl-(1 → 3)-2-O-acetyl-α-l-rhamnopyranosyloxy]octadecanoyl}-sn-glycerol (1) and a dammarane triterpene, (2α,20S)-2,20-dihydroxydammar-24-en-3-one (2), along with known (20S)-20-hydroxydammar-24-en-3-one (3), were isolated from the exudates of the glandular trichome-like secretory organs in the young stipules and leaves of Cerasus yedoensis (Rosaceae).

Enantioselective Hydrogenation of β-Keto Esters using Chiral Diphosphine-Ruthenium Complexes: Optimization for Academic and Industrial Purposes and Synthetic Applications

Enantioselective hydrogenation using chiral complexes between atropisomeric diphosphines and ruthenium is a powerful tool for producing chiral compounds. Using a simple and straightforward in situ catalyst preparation, the conditions were optimized using molecular hydrogen for both academic and industrial purposes. This led to the best conditions and the lowest catalytic ratio required for the pressure used. Hydrogenation of various β-keto esters was efficiently performed at atmospheric and higher pressures, leading to the use of very low catalyst-substrate ratios up to 1/20,000. Asymmetric hydrogenations were used in key-steps towards the total synthesis of corynomycolic acid, Duloxetine and Fluoxetine.