Technology Process of (5Z,7E,11Z,14Z)-9-(tert-Butyl-diphenyl-silanyloxy)-icosa-5,7,11,14-tetraenoic acid
There total 11 articles about (5Z,7E,11Z,14Z)-9-(tert-Butyl-diphenyl-silanyloxy)-icosa-5,7,11,14-tetraenoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 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
With
pyridine; 1H-imidazole; sodium chlorite; sodium tetrahydroborate; cerium(III) chloride; CBr4(Ph2PCH2)2; hydrogen; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid;
dirhodium tetraacetate; Lindlar's catalyst;
In
tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(01)91141-4
- Guidance literature:
-
Multi-step reaction with 10 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
With
pyridine; 1H-imidazole; sodium chlorite; sodium tetrahydroborate; cerium(III) chloride; CBr4(Ph2PCH2)2; hydrogen; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid;
dirhodium tetraacetate; Lindlar's catalyst;
In
tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(01)91141-4
- Guidance literature:
-
Multi-step reaction with 9 steps
1: NaBH4/CeCl3 / propan-2-ol; H2O / 0 °C
2: pyridine / -10 °C
3: imidazole / dimethylformamide / 0 °C
4: H2 / Lindlar / hexane; pyridine
5: 80percent AcOH / tetrahydrofuran; H2O
6: 95 percent / CBr4(Ph2PCH2)2 / CH2Cl2 / 0 °C
7: 50 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -40 deg C to RT, overnight
8: DCC/py/TFA / benzene; dimethylsulfoxide / 16 h / Ambient temperature
9: NaClO2 / 2-methyl-propan-2-ol; H2O
With
pyridine; 1H-imidazole; sodium chlorite; sodium tetrahydroborate; cerium(III) chloride; CBr4(Ph2PCH2)2; hydrogen; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid;
Lindlar's catalyst;
In
tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(01)91141-4