Technology Process of tert-butyl 3-((R)-2-((R)-2-(3,4-dichlorophenyl)-N,2-dimethylpent-4-enamido)-3-phenylpropanamido)propylcarbamate
There total 6 articles about tert-butyl 3-((R)-2-((R)-2-(3,4-dichlorophenyl)-N,2-dimethylpent-4-enamido)-3-phenylpropanamido)propylcarbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(R)-2-(3,4-dichlorophenyl)-2-methylpent-4-enoic acid;
With
thionyl chloride;
In
benzene;
for 12h;
Reflux;
Inert atmosphere;
C18H29N3O3;
With
pyridine;
In
dichloromethane;
at 20 ℃;
for 6h;
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: thionyl chloride / benzene / 12 h / Reflux; Inert atmosphere
7.2: 6 h / 20 °C / Inert atmosphere
With
hydrogenchloride; thionyl chloride; water; sodium hydride; lithium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil; pentane; benzene;
DOI:10.1021/ml400528y
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: thionyl chloride / 11.33 h / 20 °C / Inert atmosphere; Cooling with ice
2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 5 h / 0 - 20 °C / Inert atmosphere
2.2: 2 h / 20 °C / Inert atmosphere
3.1: lithium hydroxide; water / methanol / 10 h / Reflux
4.1: ethyl acetate / Resolution of racemate; Inert atmosphere
5.1: hydrogenchloride / ethyl acetate; water
6.1: thionyl chloride / benzene / 12 h / Reflux; Inert atmosphere
6.2: 6 h / 20 °C / Inert atmosphere
With
hydrogenchloride; thionyl chloride; water; sodium hydride; lithium hydroxide;
In
tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil; benzene;
DOI:10.1021/ml400528y
