(5Z,8Z,11Z,14Z)-10-hydroxyicosa-5,8,11,14-tetraenoic acid

Base Information

Chemical Name:(5Z,8Z,11Z,14Z)-10-hydroxyicosa-5,8,11,14-tetraenoic acid
CAS No.:167697-52-1
Molecular Formula:C₂₀H₃₂O₃
Molecular Weight:320.472
Hs Code.:
Nikkaji Number:J667.096B
Metabolomics Workbench ID:42041
Mol file:167697-52-1.mol

Synonyms:10-HETE;10-hydroxyeicosatetraenoic acid;10-hydroxyeicosatetraenoic acid, (S)-(all-Z)-isomer

Suppliers and Price of (5Z,8Z,11Z,14Z)-10-hydroxyicosa-5,8,11,14-tetraenoic acid

Supply Marketing:

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

Manufacturers and distributors:

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Total 1 raw suppliers

Chemical Property of (5Z,8Z,11Z,14Z)-10-hydroxyicosa-5,8,11,14-tetraenoic acid

Chemical Property:

Vapor Pressure:4.1E-11mmHg at 25°C
Boiling Point:477.3°Cat760mmHg
PKA:4.75±0.10(Predicted)
Flash Point:256.6°C
PSA：57.53000
Density:0.984g/cm³
LogP:5.18750
XLogP3:5.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:14
Exact Mass:320.23514488
Heavy Atom Count:23
Complexity:392

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCC=CCC=CC(C=CCC=CCCCC(=O)O)O
Isomeric SMILES:CCCCC/C=C\C/C=C\C(/C=C\C/C=C\CCCC(=O)O)O

Technology Process of (5Z,8Z,11Z,14Z)-10-hydroxyicosa-5,8,11,14-tetraenoic acid

There total 10 articles about (5Z,8Z,11Z,14Z)-10-hydroxyicosa-5,8,11,14-tetraenoic acid 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: 43.0%

: 167697-50-9
(10S)-(-)hydroxyeicosa-5(Z),8(Z),11(Z),14(Z)-tetraenoic acid methyl ester

: 167697-52-1
(10S)-(-)hydroxyeicosa-5(Z),8(Z),11(Z),14(Z)-tetraenoic acid

Guidance literature:: With lithium hydroxide; In 1,2-dimethoxyethane; at 60 ℃; for 2h;
DOI:10.1021/jo951061w

Reference yield:

: 85924-41-0
[(3Z)-8-methoxy-8-oxo-3-octen-1-yl]triphenylphosphonium bromide

: 167697-52-1
(10S)-(-)hydroxyeicosa-5(Z),8(Z),11(Z),14(Z)-tetraenoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) lithium bis(trimethylsilyl)amide / 1) THF, 0 deg C, 35 min, rt, 30 min; 2) THF, 0 deg C, 3 h

2: 61 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

3: 43 percent / LiOH / 1,2-dimethoxy-ethane / 2 h / 60 °C

With lithium hydroxide; tetrabutyl ammonium fluoride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,2-dimethoxyethane;
DOI:10.1021/jo951061w

Reference yield:

: 85924-42-1
[(3Z)-3-nonen-1-yl]triphenylphosphonium bromide

: 167697-52-1
(10S)-(-)hydroxyeicosa-5(Z),8(Z),11(Z),14(Z)-tetraenoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) lithium bis(trimethylsilyl)amide / 1) THF, toluene, 0 deg C, 30 min; 2) THF, toluene, 0 deg C, 2 h

2: 83 percent / aq. HCl / methanol / 2 h / 0 °C

3: 75 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 5 h / Ambient temperature

4: 81 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 15 h / Ambient temperature

5: 76 percent / pyridinium p-toluenesulfonate / ethanol / 15 h / 60 °C

6: 73 percent / pyridinium chlorochromate, sodium acetate, 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / Ambient temperature

7: 1.) lithium bis(trimethylsilyl)amide / 1) THF, 0 deg C, 35 min, rt, 30 min; 2) THF, 0 deg C, 3 h

8: 61 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

9: 43 percent / LiOH / 1,2-dimethoxy-ethane / 2 h / 60 °C

With hydrogenchloride; dmap; lithium hydroxide; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium acetate; pyridinium p-toluenesulfonate; pyridinium chlorochromate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane;
DOI:10.1021/jo951061w