Technology Process of (R)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 2-trimethylsilanylethyl ester
There total 6 articles about (R)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid 2-trimethylsilanylethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
pyridine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
tetrahydrofuran;
at 40 ℃;
for 18h;
Inert atmosphere;
DOI:10.1021/ml400528y
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran; pentane / 2 h / -25 °C / Inert atmosphere
1.2: 1.27 h / -25 - 20 °C / Inert atmosphere
2.1: thionyl chloride / 11.33 h / 20 °C / Inert atmosphere; Cooling with ice
3.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 5 h / 0 - 20 °C / Inert atmosphere
3.2: 2 h / 20 °C / Inert atmosphere
4.1: lithium hydroxide; water / methanol / 10 h / Reflux
5.1: ethyl acetate / Resolution of racemate; Inert atmosphere
6.1: hydrogenchloride / ethyl acetate; water
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; pyridine / tetrahydrofuran / 18 h / 40 °C / Inert atmosphere
With
pyridine; hydrogenchloride; dmap; thionyl chloride; water; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil; pentane;
DOI:10.1021/ml400528y
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 5 h / 0 - 20 °C / Inert atmosphere
1.2: 2 h / 20 °C / Inert atmosphere
2.1: lithium hydroxide; water / methanol / 10 h / Reflux
3.1: ethyl acetate / Resolution of racemate; Inert atmosphere
4.1: hydrogenchloride / ethyl acetate; water
5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; pyridine / tetrahydrofuran / 18 h / 40 °C / Inert atmosphere
With
pyridine; hydrogenchloride; dmap; water; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide;
In
tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ml400528y