R-(3)-HYDROXYMYRISTIC ACID, METHYL ESTER

Base Information

• Chemical Name: R-(3)-HYDROXYMYRISTIC ACID, METHYL ESTER
• CAS No.: 76062-97-0
• Molecular Formula: C15H30O3
• Molecular Weight: 258.401
• Mol file: 76062-97-0.mol

Synonyms:(R)-3-Hydroxy Myristic Acid Methyl Ester;R-(3)-HYDROXY MYRISTIC ACID METHYL ESTER;R-(3)-HYDROXYMYRISTIC ACID, METHYL ESTER;

Chemical Property of R-(3)-HYDROXYMYRISTIC ACID, METHYL ESTER

Chemical Property:

• Vapor Pressure: 3.16E-07mmHg at 25°C
• Melting Point: 39-40°C
• Boiling Point: 359.1±15.0 °C(Predicted)
• PKA: 13.91±0.20(Predicted)
• PSA: 46.53000
• Density: 0.931±0.06 g/cm3(Predicted)
• LogP: 3.83130
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol

Purity/Quality:

98%Min ^*data from raw suppliers

(R)-3-HydroxyMyristicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: R-(3)-Hydroxy Myristic Acid Methyl Ester is used in the syntheses of glucose-containing lipid A analogs with LPS-antagonistic activities.

Technology Process of R-(3)-HYDROXYMYRISTIC ACID, METHYL ESTER

There total 7 articles about R-(3)-HYDROXYMYRISTIC ACID, METHYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

methyl 3-oxotetradecanoate (22348-97-6) → methyl (R)-3-hydroxytetradecanoate (76062-97-0) + (S)-methyl 3-hydroxymyristate (76835-67-1)

Guidance literature:

methyl 3-oxotetradecanoate; With hydrogen; (S)-RuBINAP; In hydrogenchloride; methanol; under 1034.3 Torr;

for 15h; under 2585.74 Torr; Title compound not separated from byproducts; Heating;

DOI:10.1021/jo0162437

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + (+/-)-3-hydroxytetradecanoic acid methyl ester (55682-83-2) → methyl (R)-3-hydroxytetradecanoate (76062-97-0) + (S)-methyl 3-hydroxymyristate (76835-67-1) + methyl (R)-3-acetoxytetradecanoate + methyl (S)-3-acetoxytetradecanoate (131486-38-9)

Guidance literature:

immobilized lipase (Amano PS); In tetrahydrofuran; at 26 - 28 ℃; for 120h; Title compound not separated from byproducts;

DOI:10.1246/bcsj.70.1441

Reference yield:

(+/-)-3-hydroxytetradecanoic acid methyl ester (55682-83-2) → methyl (R)-3-hydroxytetradecanoate (76062-97-0) + (S)-methyl 3-hydroxymyristate (76835-67-1)

Guidance literature:

Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/0040-4039(95)01433-0

upstream raw materials:

diazomethane

3-hydroxytetradecanoic acid

methanol

(R)-3-hydroxytetradecanoic acid

Downstream raw materials:

methyl (S)-3-benzyloxytetradecanoate

methyl (R)-3-(benzyloxy)tetradecanoate

(3R)-3-dodecanoyloxytetradecanoic acid

(3R)-3-tetradecanoyloxytetradecanoic acid phenacyl ester