8-Hydroxy-11,12-epoxyeicosa-5,9,14-trienoic acid

Base Information

Chemical Name:8-Hydroxy-11,12-epoxyeicosa-5,9,14-trienoic acid
CAS No.:94161-11-2
Deprecated CAS:96790-35-1
Molecular Formula:C₂₀H₃₂O₄
Molecular Weight:336.472
Hs Code.:
DSSTox Substance ID:DTXSID40950873
Nikkaji Number:J448.579C
Wikipedia:Hepoxilin
Wikidata:Q5731958

Synonyms:8-EH-2;8-hydroxy-11,12-epoxyeicosa-5,9,14-trienoic acid;hepoxilin A;hepoxilin A3;hexophilin A3;HXA3 cpd

Suppliers and Price of 8-Hydroxy-11,12-epoxyeicosa-5,9,14-trienoic acid

Supply Marketing:

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

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Chemical Property of 8-Hydroxy-11,12-epoxyeicosa-5,9,14-trienoic acid

Chemical Property:

XLogP3:4.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:14
Exact Mass:336.23005950
Heavy Atom Count:24
Complexity:425

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCCCCC=CCC1C(O1)C=CC(CC=CCCCC(=O)O)O
Isomeric SMILES:CCCCC/C=C/CC1C(O1)/C=C/C(C/C=C/CCCC(=O)O)O

Technology Process of 8-Hydroxy-11,12-epoxyeicosa-5,9,14-trienoic acid

There total 10 articles about 8-Hydroxy-11,12-epoxyeicosa-5,9,14-trienoic 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:

: 96202-86-7
(5Z,9E)-10-[(2R,3R)-((Z)-3-Oct-2-enyl)-oxiranyl]-8-oxo-deca-5,9-dienoic acid methyl ester

: 607685-44-9,96790-35-1
8-hydroxy-11,12(S,S)-epoxyeicosa-5,14(Z),9(E)-trienoic acid

: 85589-24-8,94161-11-2,125226-84-8,125276-40-6,129171-41-1,129171-42-2,96790-35-1
8-hydroxy-11,12(S,S)-epoxyeicosa-5,14(Z),9(E)-trienoic acid

Guidance literature:: With sodium tetrahydroborate; In methanol; at -40 ℃; for 10h;
DOI:10.1016/S0040-4039(01)81539-2

Reference yield:

: 928-90-5
5-hexyl-1-ol

: 85589-24-8,94161-11-2,125226-84-8,125276-40-6,129171-41-1,129171-42-2,96790-35-1
8-hydroxy-11,12(S,S)-epoxyeicosa-5,14(Z),9(E)-trienoic acid

Guidance literature:: Multi-step reaction with 10 steps

1: 76 percent / Jones reagent / 0 °C

2: 1.) C₂H₅MgBr; 2.) CuBr / 1.) THF, 0 deg C; 2.) 0 deg C for 15 min, reflux for 8 h.

4: 89 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 4 h / 23 °C

5: 99 percent / H₂ / Lindlar / tetrahydrofuran / 0.75 h / 23 °C

6: 99 percent / potassium bromide / tetrahydrofuran; aq. acetic acid / 10 h / 0 °C

7: 92 percent / Jones reagens / 1.5 h / 23 °C

8: CHCl₃ / 3 h / Heating

9: 1.) 1N aq.NaOH / 1.) chloroform, 23 grad C, 3 min; 2). benzene, 23 grad C, 10 h.

10: NaBH₄ / methanol / 0.17 h / -40 °C

With sodium hydroxide; sodium tetrahydroborate; jones reagent; Jones Reagens; ethylmagnesium bromide; hydrogen; 3-chloro-benzenecarboperoxoic acid; potassium bromide; copper(I) bromide; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane; chloroform; acetic acid;
DOI:10.1016/S0040-4039(01)81539-2

Reference yield:

: 53293-00-8
hex-5-ynoic acid

: 85589-24-8,94161-11-2,125226-84-8,125276-40-6,129171-41-1,129171-42-2,96790-35-1
8-hydroxy-11,12(S,S)-epoxyeicosa-5,14(Z),9(E)-trienoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) C₂H₅MgBr; 2.) CuBr / 1.) THF, 0 deg C; 2.) 0 deg C for 15 min, reflux for 8 h.

3: 89 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 4 h / 23 °C

4: 99 percent / H₂ / Lindlar / tetrahydrofuran / 0.75 h / 23 °C

5: 99 percent / potassium bromide / tetrahydrofuran; aq. acetic acid / 10 h / 0 °C

6: 92 percent / Jones reagens / 1.5 h / 23 °C

7: CHCl₃ / 3 h / Heating

8: 1.) 1N aq.NaOH / 1.) chloroform, 23 grad C, 3 min; 2). benzene, 23 grad C, 10 h.

9: NaBH₄ / methanol / 0.17 h / -40 °C

With sodium hydroxide; sodium tetrahydroborate; Jones Reagens; ethylmagnesium bromide; hydrogen; 3-chloro-benzenecarboperoxoic acid; potassium bromide; copper(I) bromide; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane; chloroform; acetic acid;
DOI:10.1016/S0040-4039(01)81539-2