9-hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid

Base Information

Chemical Name:9-hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid
CAS No.:70968-92-2
Molecular Formula:C₂₀H₃₂O₃
Molecular Weight:320.472
Hs Code.:
European Community (EC) Number:632-823-1
DSSTox Substance ID:DTXSID001347447
Metabolomics Workbench ID:2697
Wikidata:Q27140147

Synonyms:9-HETE;79495-85-5;9-hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid;(5Z,7E,11Z,14Z)-9-hydroxyicosa-5,7,11,14-tetraenoic acid;(+/-)-9-HETE;5,7,11,14-Eicosatetraenoicacid, 9-hydroxy-, (5Z,7E,11Z,14Z)-;(+/-)-9-Hydroxy-(5Z,7E,11Z,14Z)-eicosatetraenoic acid;(+/-)9-HETE;70968-92-2;SCHEMBL7718113;CHEBI:72786;KATOYYZUTNAWSA-OIZRIKEUSA-N;(??)9-HETE;DTXSID001347447;LMFA03060089;MFCD00065824;AKOS040755337;HY-113943A;9-hydroxyeicosa-5,7,11,14-tetraenoic acid;CS-0138488;SR-01000946918;9-hydroxy-(5Z,7E,11Z,14Z)-icosatetraenoic acid;SR-01000946918-1;Q27140147;9-hydroxy-5(Z),7(E),11(Z),14(Z)-eicosatetraenoic acid;(5Z,7E,11Z,14Z)-9-Hydroxy-5,7,11,14-eicosatetraenoic acid;5,7,11,14-Eicosatetraenoic acid, 9-hydroxy-, (5Z,7E,11Z,14Z)-;(+/-)-9-Hydroxy-(5Z,7E,11Z,14Z)-eicosatetraenoic acid, ~100 mug/mL in ethanol, ~98%

Suppliers and Price of 9-hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid

Supply Marketing:

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

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Chemical Property of 9-hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid

Chemical Property:

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:

Useful:

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

Technology Process of 9-hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid

There total 16 articles about 9-hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic 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:

: 65090-68-8
dodeca-3,6-diyn-1-ol

: 70968-92-2,107656-13-3,79495-85-5,107656-14-4
+/-9-HETE

Guidance literature:: Multi-step reaction with 14 steps

1: paralleled the route described for diazo-ketone 6

2: 2

3: NaBH₄/CeCl₃ / propan-2-ol; H₂O / 0 °C

4: pyridine / -10 °C

5: imidazole / dimethylformamide / 0 °C

6: H₂ / Lindlar / hexane; pyridine

7: 80percent AcOH / tetrahydrofuran; H₂O

8: 95 percent / CBr₄(Ph₂PCH₂)2 / CH₂Cl₂ / 0 °C

9: 50 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -40 deg C to RT, overnight

10: DCC/py/TFA / benzene; dimethylsulfoxide / 16 h / Ambient temperature

11: NaClO₂ / 2-methyl-propan-2-ol; H₂O

13: 81 percent / n-Bu₄NF / tetrahydrofuran

14: LiOH / 1,2-dimethoxy-ethane; H₂O

With pyridine; 1H-imidazole; lithium hydroxide; sodium chlorite; sodium tetrahydroborate; cerium(III) chloride; CBr₄(Ph₂PCH₂)2; tetrabutyl ammonium fluoride; hydrogen; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; dirhodium tetraacetate; Lindlar's catalyst; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(01)91141-4

Reference yield:

: 89682-62-2
1-Diazo-trideca-4,7-diyn-2-one

: 70968-92-2,107656-13-3,79495-85-5,107656-14-4
+/-9-HETE

Guidance literature:: Multi-step reaction with 13 steps

1: 2

2: NaBH₄/CeCl₃ / propan-2-ol; H₂O / 0 °C

3: pyridine / -10 °C

4: imidazole / dimethylformamide / 0 °C

5: H₂ / Lindlar / hexane; pyridine

6: 80percent AcOH / tetrahydrofuran; H₂O

7: 95 percent / CBr₄(Ph₂PCH₂)2 / CH₂Cl₂ / 0 °C

8: 50 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -40 deg C to RT, overnight

9: DCC/py/TFA / benzene; dimethylsulfoxide / 16 h / Ambient temperature

10: NaClO₂ / 2-methyl-propan-2-ol; H₂O

12: 81 percent / n-Bu₄NF / tetrahydrofuran

13: LiOH / 1,2-dimethoxy-ethane; H₂O

With pyridine; 1H-imidazole; lithium hydroxide; sodium chlorite; sodium tetrahydroborate; cerium(III) chloride; CBr₄(Ph₂PCH₂)2; tetrabutyl ammonium fluoride; hydrogen; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; dirhodium tetraacetate; Lindlar's catalyst; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(01)91141-4

Reference yield:

: 89682-65-5
(2Z,4E)-Heptadeca-2,4-diene-8,11-diyne-1,6-diol

: 70968-92-2,107656-13-3,79495-85-5,107656-14-4
+/-9-HETE

Guidance literature:: Multi-step reaction with 11 steps

1: pyridine / -10 °C

2: imidazole / dimethylformamide / 0 °C

3: H₂ / Lindlar / hexane; pyridine

4: 80percent AcOH / tetrahydrofuran; H₂O

5: 95 percent / CBr₄(Ph₂PCH₂)2 / CH₂Cl₂ / 0 °C

6: 50 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -40 deg C to RT, overnight

7: DCC/py/TFA / benzene; dimethylsulfoxide / 16 h / Ambient temperature

8: NaClO₂ / 2-methyl-propan-2-ol; H₂O

10: 81 percent / n-Bu₄NF / tetrahydrofuran

11: LiOH / 1,2-dimethoxy-ethane; H₂O

With pyridine; 1H-imidazole; lithium hydroxide; sodium chlorite; CBr₄(Ph₂PCH₂)2; tetrabutyl ammonium fluoride; hydrogen; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; Lindlar's catalyst; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(01)91141-4