Technology Process of ethyl (2E)-3-(1-{(2S)-2-[(S)-(3,5-dimethoxy-4-methylphenyl)(hydroxy)methyl]-5-phenylpentyl}-1H-pyrazol-4-yl)acrylate
There total 10 articles about ethyl (2E)-3-(1-{(2S)-2-[(S)-(3,5-dimethoxy-4-methylphenyl)(hydroxy)methyl]-5-phenylpentyl}-1H-pyrazol-4-yl)acrylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
diethoxyphosphoryl-acetic acid ethyl ester;
With
sodium hydride;
In
tetrahydrofuran; mineral oil;
at 0 ℃;
for 0.166667h;
1-{(2S)-2-[(S)-(3,5-dimethoxy-4-methylphenyl)(hydroxy)methyl]-5-phenylpentyl}-1H-pyrazole-4-carbaldehyde;
In
tetrahydrofuran; mineral oil;
at 20 ℃;
for 0.5h;
DOI:10.1021/acsmedchemlett.7b00383
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: triethylamine; chloro-trimethyl-silane; magnesium chloride / ethyl acetate / 20 °C
1.2: 0.08 h
2.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 °C
3.1: lithium borohydride / tetrahydrofuran; water / 3 h / 0 - 20 °C / Inert atmosphere
4.1: triethylamine / tetrahydrofuran / 0.25 h / 0 - 20 °C
5.1: sodium iodide / acetone / 3 h / 90 °C
6.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 60 °C
7.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.25 h / 20 °C
8.1: triethylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 1 h / 20 °C
9.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C
9.2: 0.5 h / 20 °C
With
2,6-dimethylpyridine; lithium aluminium tetrahydride; lithium borohydride; chloro-trimethyl-silane; sulfur trioxide pyridine complex; sodium hydride; potassium carbonate; triethylamine; sodium iodide; magnesium chloride;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetone; mineral oil;
DOI:10.1021/acsmedchemlett.7b00383
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: triethylamine; chloro-trimethyl-silane; magnesium chloride / ethyl acetate / 20 °C
1.2: 0.08 h
2.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 °C
3.1: lithium borohydride / tetrahydrofuran; water / 3 h / 0 - 20 °C / Inert atmosphere
4.1: triethylamine / tetrahydrofuran / 0.25 h / 0 - 20 °C
5.1: sodium iodide / acetone / 3 h / 90 °C
6.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 60 °C
7.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.25 h / 20 °C
8.1: triethylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 1 h / 20 °C
9.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C
9.2: 0.5 h / 20 °C
With
2,6-dimethylpyridine; lithium aluminium tetrahydride; lithium borohydride; chloro-trimethyl-silane; sulfur trioxide pyridine complex; sodium hydride; potassium carbonate; triethylamine; sodium iodide; magnesium chloride;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetone; mineral oil;
DOI:10.1021/acsmedchemlett.7b00383