(R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester

Base Information

• Chemical Name: (R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester
• CAS No.: 10219-70-2
• Molecular Formula: C₁₉H₃₄O₃
• Molecular Weight: 310.477
• Mol file: 10219-70-2.mol

Synonyms:(+)-Coriolic acid methyl;(R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester;[9Z,11E,R,(+)]-13-Hydroxy-9,11-octadecadienoic acid methyl ester

Chemical Property of (R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester

Chemical Property:

• PSA: 46.53000
• LogP: 4.94370

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester

There total 47 articles about (R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic 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: 88.0%

ether silyle du coriolate de methyle (118908-11-5) → (13R)-hydroxylinoleic acid methyl ester (10219-70-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 8h; Ambient temperature;

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;

upstream raw materials:

diazomethane

12-13-monoepoxy-9-octadecenoic acid

linoleic acid

(R,S)-coriolic acid

Downstream raw materials:

(R,S)-coriolic acid

Methyl-13-hydroxystearat

methyl 13(S)-(benzoyloxy)octadeca-9(Z),11(E)-dienoate

Benzoic acid (2E,4Z)-(R)-12-methoxycarbonyl-1-pentyl-dodeca-2,4-dienyl ester