Technology Process of (E)-3-{2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-ylmethyl]-benzofuran-5-yl}-but-2-enoic acid ethyl ester
There total 13 articles about (E)-3-{2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-ylmethyl]-benzofuran-5-yl}-but-2-enoic acid ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: HCl / ethyl acetate
2.1: POCl3 / CHCl3
3.1: CHCl3
4.1: NaOMe / ethanol
5.1: NaBH4 / methanol; tetrahydrofuran
6.1: Et3SiH; TFA / CH2Cl2
7.1: dimethylformamide
8.1: Al-Ni; 70percent aq. formic acid
9.1: tetrahydrofuran / 0.83 h / 0 - 20 °C
10.1: Jones reagent / acetone / 0.5 h / 10 °C
11.1: NaH / toluene / 1 h
11.2: toluene; tetrahydrofuran / 48 h
With
hydrogenchloride; triethylsilane; sodium tetrahydroborate; nickel-aluminum alloy; jones reagent; sodium methylate; sodium hydride; trifluoroacetic acid; trichlorophosphate;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
1.1: Condensation / 2.1: deoxygenation / 3.1: Bromination / 4.1: Condensation / 5.1: Reduction / 6.1: Reduction / 7.1: cyanidation / 8.1: Reduction / 9.1: Grignard reaction / 10.1: Oxidation / 11.1: Metallation / 11.2: Condensation;
DOI:10.1021/jm990476x
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: NaOMe / ethanol
2.1: NaBH4 / methanol; tetrahydrofuran
3.1: Et3SiH; TFA / CH2Cl2
4.1: dimethylformamide
5.1: Al-Ni; 70percent aq. formic acid
6.1: tetrahydrofuran / 0.83 h / 0 - 20 °C
7.1: Jones reagent / acetone / 0.5 h / 10 °C
8.1: NaH / toluene / 1 h
8.2: toluene; tetrahydrofuran / 48 h
With
triethylsilane; sodium tetrahydroborate; nickel-aluminum alloy; jones reagent; sodium methylate; sodium hydride; trifluoroacetic acid;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
1.1: Condensation / 2.1: Reduction / 3.1: Reduction / 4.1: cyanidation / 5.1: Reduction / 6.1: Grignard reaction / 7.1: Oxidation / 8.1: Metallation / 8.2: Condensation;
DOI:10.1021/jm990476x
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: CHCl3
2.1: NaOMe / ethanol
3.1: NaBH4 / methanol; tetrahydrofuran
4.1: Et3SiH; TFA / CH2Cl2
5.1: dimethylformamide
6.1: Al-Ni; 70percent aq. formic acid
7.1: tetrahydrofuran / 0.83 h / 0 - 20 °C
8.1: Jones reagent / acetone / 0.5 h / 10 °C
9.1: NaH / toluene / 1 h
9.2: toluene; tetrahydrofuran / 48 h
With
triethylsilane; sodium tetrahydroborate; nickel-aluminum alloy; jones reagent; sodium methylate; sodium hydride; trifluoroacetic acid;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone; toluene;
1.1: Bromination / 2.1: Condensation / 3.1: Reduction / 4.1: Reduction / 5.1: cyanidation / 6.1: Reduction / 7.1: Grignard reaction / 8.1: Oxidation / 9.1: Metallation / 9.2: Condensation;
DOI:10.1021/jm990476x
