Lesquerolic acid methyl ester

Base Information

Chemical Name:Lesquerolic acid methyl ester
CAS No.:4102-96-9
Molecular Formula:C₂₁H₄₀O₃
Molecular Weight:340.547
Hs Code.:
DSSTox Substance ID:DTXSID40461434
Nikkaji Number:J65.109E
Wikidata:Q82285778
Mol file:4102-96-9.mol

Synonyms:Lesquerolic acid methyl ester;4102-96-9;methyl (Z,14R)-14-hydroxyicos-11-enoate;(R)-(+)-14-Hydroxy-cis-11-eicosenoic acid methyl ester;DTXSID40461434;HY-W127473;CS-0185702

Suppliers and Price of Lesquerolic acid methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 2 raw suppliers

Chemical Property of Lesquerolic acid methyl ester

Chemical Property:

Vapor Pressure:2.56E-09mmHg at 25°C
Boiling Point:433.1°C at 760 mmHg
Flash Point:160.1°C
PSA：46.53000
Density:0.919g/cm³
LogP:5.94790
Storage Temp.:−20°C
XLogP3:7.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:18
Exact Mass:340.29774513
Heavy Atom Count:24
Complexity:300

Purity/Quality:: 98%Min ^*data from raw suppliers

Safty Information:

Pictogram(s): F,Xi
Hazard Codes:F,Xi
Statements: 11-36/37/38
Safety Statements: 16-26-36

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCCC(CC=CCCCCCCCCCC(=O)OC)O
Isomeric SMILES:CCCCCC[C@H](C/C=C\CCCCCCCCCC(=O)OC)O

Technology Process of Lesquerolic acid methyl ester

There total 7 articles about Lesquerolic 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: 64.0%

: 67-56-1
methanol

: (Z)-(R)-14-(tert-Butyl-dimethyl-silanyloxy)-icos-11-enoic acid tert-butyl ester

: 4102-96-9
methyl lesquerolate

Guidance literature:: With toluene-4-sulfonic acid; at 60 ℃; for 16h;
DOI:10.1007/BF02660724

Reference yield:

: 141-24-2
methyl ricinoleate

: 4102-96-9
methyl lesquerolate

Guidance literature:: Multi-step reaction with 5 steps

1: 83.1 percent / imidazole / dimethylformamide / 16 h / 35 °C

2: LAH / diethyl ether / 1 h

3: 1.) methanesulfonyl chloride, Et₃N, 2.) LiBr / 1.) THF, RT, 2 h, 2.) THF, RT, 16 h

4: 1.) lithium cyclohexylisopropylamide, 2.) HMP / 1.) -78 deg C, 20 min, 2.) RT, overnight

5: 64 percent / p-toluenesulfonic acid / 16 h / 60 °C

With 1H-imidazole; lithium aluminium tetrahydride; lithium cyclohexylisopropylamide; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; lithium bromide; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1007/BF02660724

Reference yield:

: 129049-75-8
methyl (9Z,12R)-12-{[tert-butyl(dimethyl)silyl]oxy}octadec-9-enoate

: 4102-96-9
methyl lesquerolate

Guidance literature:: Multi-step reaction with 4 steps

1: LAH / diethyl ether / 1 h

2: 1.) methanesulfonyl chloride, Et₃N, 2.) LiBr / 1.) THF, RT, 2 h, 2.) THF, RT, 16 h

3: 1.) lithium cyclohexylisopropylamide, 2.) HMP / 1.) -78 deg C, 20 min, 2.) RT, overnight

4: 64 percent / p-toluenesulfonic acid / 16 h / 60 °C

With lithium aluminium tetrahydride; lithium cyclohexylisopropylamide; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; lithium bromide; In diethyl ether;
DOI:10.1007/BF02660724