3-hydroxy-15-methylhexadecanoate

Base Information

• Chemical Name: 3-hydroxy-15-methylhexadecanoate
• CAS No.: 25491-28-5
• Molecular Formula: C₁₇H₃₄O₃
• Molecular Weight: 286.455
• Mol file: 25491-28-5.mol

Synonyms:3-Hydroxy-15-methylhexadecanoicacid; 3-Hydroxy-15-methylpalmitic acid

Chemical Property of 3-hydroxy-15-methylhexadecanoate

Chemical Property:

• Vapor Pressure: 1.39E-08mmHg at 25°C
• Boiling Point: 414°Cat760mmHg
• PKA: 4.38±0.10(Predicted)
• Flash Point: 218.3°C
• PSA: 57.53000
• Density: 0.948g/cm³
• LogP: 4.76910

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-hydroxy-15-methylhexadecanoate

There total 12 articles about 3-hydroxy-15-methylhexadecanoate 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: 92.7%

Ethyl (+/-)-3-hydroxy-15-methylhexadecanoate (214278-03-2) → (+/-)-3-Hydroxy-15-methylhexadecanoic acid (25491-28-5)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃;

DOI:10.1016/j.tet.2016.10.010

Reference yield: 85.0%

methyl 3-hydroxy-15-methylhexadecanoate (112538-90-6) → (+/-)-3-Hydroxy-15-methylhexadecanoic acid (25491-28-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃;

DOI:10.1039/b712707c

Reference yield:

13-methyltetradecan-1-ol (20194-47-2) → (+/-)-3-Hydroxy-15-methylhexadecanoic acid (25491-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 78 percent / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

2.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 79 percent / tetrahydrofuran; hexane / 0.17 h / -78 °C

3.1: 86 percent / LiOH; H₂O / tetrahydrofuran; methanol

With lithium hydroxide; 4 A molecular sieve; water; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.1: Oxidation / 2.1: Metallation / 2.2: Addition / 3.1: Hydrolysis;

DOI:10.1039/a904258j

upstream raw materials:

(3R,5R)-5-(12-Methyl-tridecyl)-tetrahydro-furan-2,3-diol

Ethyl (+/-)-3-hydroxy-15-methylhexadecanoate

13-methyltetradecan-1-ol

1-bromo-10-decanol

Downstream raw materials:

benzyl N-(3-hydroxy-15-methylhexadecanoyl)glycine

(15-methyl-3-((13-methyltetradecanoyl)oxy)hexadecanoyl)glycyl-L-serine

(3R)-N-<3-(13'-methyltetradecanoyloxy)-15-methylhexadecanoyl>glycyl-L-serine

benzyl N-[15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycine