14,15-dehydro-LTB4

Base Information

Chemical Name:14,15-dehydro-LTB4
CAS No.:114616-11-4
Molecular Formula:C₂₀H₃₀O₄
Molecular Weight:334.456
Hs Code.:
DSSTox Substance ID:DTXSID401165823
Wikidata:Q76293811
Metabolomics Workbench ID:2575
Mol file:114616-11-4.mol

Synonyms:14,15-dehydro Leukotriene B4;114616-11-4;14,15-dehydro-LTB4;14,15-dehydro-Leukotriene B4;(5S,6Z,8E,10E,12R)-5,12-dihydroxyicosa-6,8,10-trien-14-ynoic acid;5S,12R-dihydroxy-6Z,8E,10E-eicosatriene-14-ynoic acid;6,8,10-Eicosatrien-14-ynoic acid, 5,12-dihydroxy-, (5S,6Z,8E,10E,12R)-;BML2-G03;CHEBI:184921;DTXSID401165823;LMFA03020017;AKOS040755716;NCGC00161341-01;PD021025;J-003111;(5S,6Z,8E,10E,12R)-5,12-Dihydroxy-6,8,10-eicosatrien-14-ynoic acid

Suppliers and Price of 14,15-dehydro-LTB4

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
14,15-dehydroLeukotrieneB4
50μg
$ 185.00

Cayman Chemical
14,15-dehydro Leukotriene B4 ≥97%
100μg
$ 403.00

Cayman Chemical
14,15-dehydro Leukotriene B4 ≥97%
50μg
$ 213.00

Cayman Chemical
14,15-dehydro Leukotriene B4 ≥97%
25μg
$ 112.00

Total 3 raw suppliers

Chemical Property of 14,15-dehydro-LTB4

Chemical Property:

PSA：77.76000
LogP:4.15830
XLogP3:3.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:12
Exact Mass:334.21440943
Heavy Atom Count:24
Complexity:476

Purity/Quality:

≥97% ^*data from raw suppliers

14,15-dehydroLeukotrieneB4 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCC#CCC(C=CC=CC=CC(CCCC(=O)O)O)O
Isomeric SMILES:CCCCCC#CC[C@H](/C=C/C=C/C=C\[C@H](CCCC(=O)O)O)O
Uses 14,15-dehydro Leukotriene B4 is an LTB4 receptor antagonist.

Technology Process of 14,15-dehydro-LTB4

There total 20 articles about 14,15-dehydro-LTB4 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: 55.0%

: 129594-44-1
(6Z,8E,10E)-(5S,12R)-5,12-Bis-(tert-butyl-dimethyl-silanyloxy)-icosa-6,8,10-trien-14-ynoic acid

: 114616-11-4
14,15-didehydroleukotriene B4

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 12h; Ambient temperature;
DOI:10.1021/jo00306a007

Reference yield:

: 110-53-2
1-Bromopentane

: 114616-11-4
14,15-didehydroleukotriene B4

Guidance literature:: Multi-step reaction with 7 steps

1: 1) n-BuLi / 1) THF, hexane, -60 deg C, 1h, 2) HMPA, RT, 36h

2: 3N HCl / methanol / 0.33 h / Ambient temperature

3: 41 percent / t-BuOOH, Ti(O-i-Pr)4, L-(+)-DIPT, molecular sieves 4 Angstroem / CH₂Cl₂ / 4 h / -21 °C

5: 97 percent / imidazole / dimethylformamide

6: 1) disiamylborane, 2) 2N LiOH / 2) Pd(PPh₃)4 / 1) THF, 0 deg C, 1h

7: 55 percent / n-Bu₄NF / tetrahydrofuran / 12 h / Ambient temperature

With 1H-imidazole; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; lithium hydroxide; n-butyllithium; L-(+)-diisopropyl tartrate; 4 A molecular sieve; tetrabutyl ammonium fluoride; bis-(1,2-dimethylpropyl)borane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00306a007

Reference yield:

: 119119-60-7
1-(trimethylsilyl)-1(E)-hexen-5-yn-3-ol

: 114616-11-4
14,15-didehydroleukotriene B4

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / PPTS / CH₂Cl₂ / 1 h / Ambient temperature

2: 1) n-BuLi / 1) THF, hexane, -60 deg C, 1h, 2) HMPA, RT, 36h

3: 3N HCl / methanol / 0.33 h / Ambient temperature

4: 41 percent / t-BuOOH, Ti(O-i-Pr)4, L-(+)-DIPT, molecular sieves 4 Angstroem / CH₂Cl₂ / 4 h / -21 °C

6: 97 percent / imidazole / dimethylformamide

7: 1) disiamylborane, 2) 2N LiOH / 2) Pd(PPh₃)4 / 1) THF, 0 deg C, 1h

8: 55 percent / n-Bu₄NF / tetrahydrofuran / 12 h / Ambient temperature

With 1H-imidazole; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; lithium hydroxide; n-butyllithium; L-(+)-diisopropyl tartrate; 4 A molecular sieve; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; bis-(1,2-dimethylpropyl)borane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00306a007