10,12,15-Octadecatrienoic acid, 9-hydroxy-, (E,Z,Z)-

Base Information

• Chemical Name: 10,12,15-Octadecatrienoic acid, 9-hydroxy-, (E,Z,Z)-
• CAS No.: 51197-09-2
• Molecular Formula: C18H30O3
• Molecular Weight: 294.42900
• Mol file: 51197-09-2.mol

Synonyms:9(S)-hydroxy-10E,12Z,15Z-octadecatrienoic acid;9-hydroxy-trans-10,cis-12,cis-15-octadecatrienoic acid;(10E,12Z,15Z)-9-Hydroxy-octadeca-10,12,15-trienoic acid;9-Hydroxy-trans-10,cis-12,cis15-octadecatriensaeure;9-hydroxy-10E,12Z,15Z-octadecatrienoic acid;(10E,12Z,15Z)-9-hydroxyoctadeca-10,12,15-trienoic acid;9-Hydroxy linolenic acid;

Chemical Property of 10,12,15-Octadecatrienoic acid, 9-hydroxy-, (E,Z,Z)-

Chemical Property:

• PSA: 57.53000
• LogP: 4.63130

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 10,12,15-Octadecatrienoic acid, 9-hydroxy-, (E,Z,Z)-

There total 2 articles about 10,12,15-Octadecatrienoic acid, 9-hydroxy-, (E,Z,Z)- 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:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) → 9-hydroxy-trans-10,cis-12,cis-15-octadecatrienoic acid (51197-09-2) + (+)-(9Z,11E,13S,15Z)-13-hydroxyoctadeca-9,11,15-trienoic acid (87984-82-5) + 12-hydroxy-cis,trans,cis-9,13,15-octadecatrienoic acid (81325-64-6) + (9Z,11E,15Z)-13-oxooctadeca-9,11,15-trienoic acid

Guidance literature:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid; With Physcomitrella patens lipoxygenase PpLOX₆; oxygen; for 0.5h; pH=7.0; aq. phosphate buffer; Enzymatic reaction;

With sodium tetrahydroborate; In methanol; for 0.5h; optical yield given as %ee; enantiospecific reaction;

DOI:10.1016/j.phytochem.2008.11.012

Reference yield:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) → (9Z,11E,13R,15Z)-13-hydroxyoctadeca-9,11,15-trienoic acid + 9-hydroxy-trans-10,cis-12,cis-15-octadecatrienoic acid (51197-09-2) + 9‐oxo‐10E,12Z‐octadecanoic acid (54232-59-6) + (9Z,12Z,14E)-16-hydroxyoctadeca-9,12,14-trienoic acid (81325-65-7) + (+)-(9Z,11E,13S,15Z)-13-hydroxyoctadeca-9,11,15-trienoic acid (87984-82-5) + 12-hydroxy-cis,trans,cis-9,13,15-octadecatrienoic acid (81325-64-6) + (9Z,11E,15Z)-13-oxooctadeca-9,11,15-trienoic acid

Guidance literature:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid; With Physcomitrella patens lipoxygenase PpLOX₂; oxygen; for 0.5h; pH=7.0; aq. phosphate buffer; Enzymatic reaction;

With sodium tetrahydroborate; In methanol; for 0.5h; enantiospecific reaction;

DOI:10.1016/j.phytochem.2008.11.012

Reference yield: 83.0%

9-hydroxy-trans-10,cis-12,cis-15-octadecatrienoic acid (51197-09-2) → 9-oxo-10E,12E/Z,15E/Z-octadecatrienoic acid (125559-74-2)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 0.0833333h;

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

upstream raw materials:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

Downstream raw materials:

9-oxo-10E,12E/Z,15E/Z-octadecatrienoic acid