Technology Process of (6E,11Z,14Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-icosa-6,11,14-trien-8-ynoic acid methyl ester
There total 14 articles about (6E,11Z,14Z)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-icosa-6,11,14-trien-8-ynoic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0);
In
benzene;
for 6h;
DOI:10.1016/0040-4020(96)00316-X
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 82 percent / p-toluenesulfonic acid monohydrate / benzene / 6 h / Heating
2: 71 percent / TiCl4 / CH2Cl2 / 0.5 h
3: DMSO, (COCl)2 / CH2Cl2 / 0.25 h
4: dibenzylammonium trifluoroacetate / benzene / 2 h / 0 - 5 °C
5: 78 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h
6: 74 percent / imidazole / dimethylformamide / 48 h / Ambient temperature
7: 1.) Bu3SnH, azobisisobutyronitrile, 2.) I2 / 1.) 130 deg C, 2 h, 2.) CH2Cl2, 0 deg C
8: 83 percent / CuI, piperidine, Pd(PPh3)4 / benzene / 6 h
With
piperidine; 1H-imidazole; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; iodine; tri-n-butyl-tin hydride; titanium tetrachloride; toluene-4-sulfonic acid; dimethyl sulfoxide; dibenzylammonium trifluoroacetate salt;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0040-4020(96)00316-X
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 68 percent / Na2CO3, CuI, Bu4NCl / dimethylformamide / 20 h / Ambient temperature
2: 85 percent / CBr4, PPh3 / CH2Cl2 / 0.75 h
3: 75 percent / Na2CO3, CuI, Bu4NCl / dimethylformamide / 20 h / Ambient temperature
4: 68 percent / nickel acetate tetrahydrate, H2, NaBH4, ethylenediamine / ethanol; H2O / 2.5 h
5: 89 percent / AgNO3, KCN / ethanol; H2O
6: 83 percent / CuI, piperidine, Pd(PPh3)4 / benzene / 6 h
With
piperidine; potassium cyanide; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); carbon tetrabromide; tetrabutyl-ammonium chloride; hydrogen; nickel diacetate; sodium carbonate; silver nitrate; ethylenediamine; triphenylphosphine;
In
ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0040-4020(96)00316-X
