13(S)-HODE methyl ester

Base Information

• Chemical Name: 13(S)-HODE methyl ester
• CAS No.: 109837-85-6
• Molecular Formula: C₁₉H₃₄O₃
• Molecular Weight: 310.477
• Mol file: 109837-85-6.mol

Synonyms:13(S)-HODE methyl ester

Chemical Property of 13(S)-HODE methyl ester

Chemical Property:

• Boiling Point: 417.5±28.0 °C(Predicted)
• PKA: 14.39±0.20(Predicted)
• PSA: 46.53000
• Density: 0.938±0.06 g/cm3(Predicted)
• LogP: 4.94370

Purity/Quality:

98% ^*data from raw suppliers

13(S)-HODE methyl ester ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 13(S)-HODE methyl ester

There total 28 articles about 13(S)-HODE 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: 86.0%

13-oxo-(9Z,11E)-octadecadien-1-oic acid methyl ester (79790-32-2) → methyl coriolate (6410-93-1,10075-08-8,10219-70-2,23324-72-3,24058-13-7,26474-38-4,28392-55-4,57884-99-8,96393-37-2,114297-07-3,109837-85-6)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In methanol; at 0 ℃; for 0.0833333h;

DOI:10.1016/S0009-3084(03)00087-2

Reference yield:

methyl 9-iodononanoate (75452-47-0) → methyl coriolate (6410-93-1,10075-08-8,10219-70-2,23324-72-3,24058-13-7,26474-38-4,28392-55-4,57884-99-8,96393-37-2,114297-07-3,109837-85-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / acetonitrile / 36 h / Heating

2: 1.) potassium tert-butoxide / 1.) THF, 0 deg C, 10 min, 2.) THF, 0 deg C, 5 min

3: 70 percent / sodium borohydride / methanol / 0.08 h / 0 °C

With sodium tetrahydroborate; potassium tert-butylate; In methanol; acetonitrile;

Reference yield:

1,2-Dilinoleoyl-sn-glycerol-3-phosphorylcholine (6542-05-8) → methyl 9-hydroxy-trans-10,trans-12-octadecadienoate (6157-02-4) + methyl coriolate (6410-93-1,10075-08-8,10219-70-2,23324-72-3,24058-13-7,26474-38-4,28392-55-4,57884-99-8,96393-37-2,114297-07-3,109837-85-6) + methyl 13-hydroxyoctadeca-trans-9,trans-11-dienoate (28392-55-4) + (9S,10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid methyl ester (10075-07-7)

Guidance literature:

1,2-Dilinoleoyl-sn-glycerol-3-phosphorylcholine; With sodium salt of choleic acid; ΔNt-NspLOX; at 20 ℃; for 0.5h; pH=7.5;

With tin(ll) chloride; In methanol;

With sodium methylate; at 20 ℃; for 0.333333h; Further stages.;

DOI:10.1016/j.phytochem.2008.03.002

upstream raw materials:

diazomethane

12-13-monoepoxy-9-octadecenoic acid

linoleic acid

(R,S)-coriolic acid

Downstream raw materials:

(R,S)-coriolic acid

benzoate of 13-hydroxy-(Z)-9-(E)-11-octadecadienonic acid methylester

Methyl-13-hydroxystearat

(13R)-hydroxylinoleic acid methyl ester