Technology Process of (6E,10E,12E)-(5S,14S,15R)-5,14,15-Trihydroxy-icosa-6,10,12-trien-8-ynoic acid
There total 31 articles about (6E,10E,12E)-(5S,14S,15R)-5,14,15-Trihydroxy-icosa-6,10,12-trien-8-ynoic 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:
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102906-19-4,103001-20-3,103001-23-6,106062-85-5
(6E,10E,12E)-(5S,14S,15R)-5,14,15-Trihydroxy-icosa-6,10,12-trien-8-ynoic acid
- Guidance literature:
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Multi-step reaction with 10 steps
1: pyridine / CH2Cl2 / 14 h / Ambient temperature
2: imidazole / dimethylformamide / 16 h / 25 °C
3: (i-C4H9)2AlH / CH2Cl2; hexane / 0.5 h / -78 °C
4: pyridinium chlorochromate / CH2Cl2 / 6 h / 25 °C
5: 1.) n-C4H9Li / 1.) THF, -78 deg C, 1 h, 2.) room temp., 3 h
6: iodine / benzene / 1 h / Ambient temperature
7: AgNO3 / aq. ethanol; tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) room temp., 1 h
8: 1.) n-C
3H
7NH
2, / 1.) Pd
6H5)3>4, 2.) CuI / 1.) benzene, room temp., 45 min, 2.) benzene, 25 deg C, 2 h9: HF/pyridine complex / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) 0 - 25 deg C
10: aq. LiOH / tetrahydrofuran / 0 °C
With
pyridine; 1H-imidazole; propylamine; lithium hydroxide; n-butyllithium; hydrogen fluoride; iodine; diisobutylaluminium hydride; silver nitrate; pyridinium chlorochromate;
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1055/s-1986-31673
- Guidance literature:
-
Multi-step reaction with 10 steps
1: pyridine / CH2Cl2 / 14 h / Ambient temperature
2: imidazole / dimethylformamide / 16 h / 25 °C
3: (i-C4H9)2AlH / CH2Cl2; hexane / 0.5 h / -78 °C
4: pyridinium chlorochromate / CH2Cl2 / 6 h / 25 °C
5: 1.) n-C4H9Li / 1.) THF, -78 deg C, 1 h, 2.) room temp., 3 h
6: iodine / benzene / 1 h / Ambient temperature
7: AgNO3 / aq. ethanol; tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) room temp., 1 h
8: 1.) n-C
3H
7NH
2, / 1.) Pd
6H5)3>4, 2.) CuI / 1.) benzene, room temp., 45 min, 2.) benzene, 25 deg C, 2 h9: HF/pyridine complex / tetrahydrofuran / 0.5 h / 0 °C / 1.) 0 deg C, 30 min, 2.) 0 - 25 deg C
10: aq. LiOH / tetrahydrofuran / 0 °C
With
pyridine; 1H-imidazole; propylamine; lithium hydroxide; n-butyllithium; hydrogen fluoride; iodine; diisobutylaluminium hydride; silver nitrate; pyridinium chlorochromate;
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1055/s-1986-31673
- Guidance literature:
-
Multi-step reaction with 9 steps
1: imidazole / dimethylformamide / 16 h / 25 °C
2: (i-C4H9)2AlH / CH2Cl2; hexane / 0.5 h / -78 °C
3: pyridinium chlorochromate / CH2Cl2 / 6 h / 25 °C
4: 1.) n-C4H9Li / 1.) THF, -78 deg C, 1 h, 2.) room temp., 3 h
5: iodine / benzene / 1 h / Ambient temperature
6: AgNO3 / aq. ethanol; tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) room temp., 1 h
7: 1.) n-C
3H
7NH
2, / 1.) Pd
6H5)3>4, 2.) CuI / 1.) benzene, room temp., 45 min, 2.) benzene, 25 deg C, 2 h8: HF/pyridine complex / tetrahydrofuran / 0.5 h / 0 °C / 1.) 0 deg C, 30 min, 2.) 0 - 25 deg C
9: aq. LiOH / tetrahydrofuran / 0 °C
With
pyridine; 1H-imidazole; propylamine; lithium hydroxide; n-butyllithium; hydrogen fluoride; iodine; diisobutylaluminium hydride; silver nitrate; pyridinium chlorochromate;
copper(l) iodide; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1055/s-1986-31673
