DL-ALPHA-HYDROXYMYRISTIC ACID METHYL ESTER

Base Information

• Chemical Name: DL-ALPHA-HYDROXYMYRISTIC ACID METHYL ESTER
• CAS No.: 56009-40-6
• Molecular Formula: C₁₅H₃₀O₃
• Molecular Weight: 258.401
• Mol file: 56009-40-6.mol

Synonyms:METHYL 2-HYDROXYTETRADECANOATE;DL-ALPHA-HYDROXYMYRISTIC ACID METHYL ESTER;dl-A-hydroxymyristic acid methyl ester;Methyl 2-hydroxyetetradecanoate;dl-α-hydroxymyristic acid methyl ester;2-Hydroxytetradecanoic acid methyl ester

Chemical Property of DL-ALPHA-HYDROXYMYRISTIC ACID METHYL ESTER

Chemical Property:

• Vapor Pressure: 8.5E-05mmHg at 25°C
• Refractive Index: 1.451
• Boiling Point: 304.1°C at 760 mmHg
• Flash Point: 133.1°C
• PSA: 46.53000
• Density: 0.931g/cm³
• LogP: 3.83130
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2-hydroxy Myristic Acid methyl ester ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: 2-hydroxy Myristic acid methyl ester is a rare hydroxylated fatty acid methyl ester that has been isolated from aquatic microbial sources. Levels of 2-hydroxy myristic acid methyl ester decrease to <1% in aquatic microbial communities after administration of the pesticide Atradex at a concentration of 245 mg/L.[Matreya, LLC. Catalog No. 1704]

Technology Process of DL-ALPHA-HYDROXYMYRISTIC ACID METHYL ESTER

There total 7 articles about DL-ALPHA-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: 95.0%

methyl 2-oxotetradecanoate (55682-82-1) → (R)-methyl 2-hydroxytetradecanoate (56009-40-6,130823-84-6,149948-88-9,149948-89-0)

Guidance literature:

With formic acid; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; 3,3'-[(1R,2R)-1-amino-2-(4-dodecylphenylsulfonamido)ethane-1,2-diyl]bis(N,N,N-trimethylbenzenaminium)diiodide; sodium formate; In water; at 25 ℃; for 6h; enantioselective reaction;

DOI:10.1021/acs.joc.5b00241

Reference yield:

1-tetradecene (1120-36-1) → 2-hydroxytetradecanoic acid methyl ester (56009-40-6,149948-89-0) + 1-hydroxy-propane-1,2,3-tricarboxylic acid (320-77-4) + tetradecan-2-one (2345-27-9) + methyl tridecanoate (1731-88-0) + 2-methoxytetradecane (88959-02-8) + citric acid (77-92-9,906507-37-7)

Guidance literature:

With oxygen; at 30 ℃; for 72h; Product distribution; oxidation and methylation, Candida lipolytica IFO 0746 or Candida tropicalis IFO 0589, rate of oxygen uptake; other time;

Reference yield:

methanol (67-56-1) + C32H61NO4 → (R)-methyl 2-hydroxytetradecanoate (56009-40-6,130823-84-6,149948-88-9,149948-89-0)

Guidance literature:

With hydrogenchloride; at 80 ℃; for 12h;

DOI:10.3390/md15040120

upstream raw materials:

1-tetradecene

Methyl 2-methoxytetradecanoate

(R)-α-hydroxymyristic acid

diazomethane

Downstream raw materials:

(R)-tetradecane-1,2-diol

C₂₂H₂₉F₅O₄

methyl 2-oxotetradecanoate

Refernces

• 1、 Lin, Zechao,Li, Jiahong,Huang, Qingfei,Huang, Qiuya,Wang, Qiwei,Tang, Lei,Gong, Deying,Yang, Jun,Zhu, Jin,Deng, Jingen. "Chiral Surfactant-Type Catalyst: Enantioselective Reduction of Long-Chain Aliphatic Ketoesters in Water". . p. 4419 - 4429. Retrieved 2015/05/13.
• 2、 Striegler, S.,Haslinger, E.. "Cerebrosides from Fomitopsis pinicola (Sw. Ex Fr.) Karst.". . p. 755 - 762. Retrieved 2007/10/03.