Technology Process of dimethyl 3-({[(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}amino)pentanedioate
There total 9 articles about dimethyl 3-({[(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}amino)pentanedioate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3R,5S)-3-butyl-3-ethyl-7-(methyloxy)-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepine-8-carbaldehyde 1,1-dioxide; 3-aminoglutaric acid dimethyl ester;
In
1,2-dichloro-ethane;
for 0.5h;
With
acetic acid;
In
1,2-dichloro-ethane;
for 1h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: hydrogenchloride; aluminum (III) chloride / 1,2-dichloro-ethane / 2.5 h / 20 °C
1.2: Cooling with ice
2.1: pyridine / dichloromethane / 0.5 h / 0 - 10 °C / Inert atmosphere
3.1: zinc / 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 8.25 h / 20 - 80 °C / Inert atmosphere
4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 72 h / 20 °C / Cooling with ice
5.1: diisobutylaluminium hydride / dichloromethane; toluene / 2 h / 20 °C / Cooling with ice
5.2: 1 h
6.1: borane-THF / tetrahydrofuran / 40 °C
6.2: 0.5 h / 20 °C
7.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
8.1: 1,2-dichloro-ethane / 0.5 h
8.2: 1 h
With
pyridine; hydrogenchloride; aluminum (III) chloride; borane-THF; diisobutylaluminium hydride; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc;
1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: pyridine / dichloromethane / 0.5 h / 0 - 10 °C / Inert atmosphere
2.1: zinc / 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 8.25 h / 20 - 80 °C / Inert atmosphere
3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 72 h / 20 °C / Cooling with ice
4.1: diisobutylaluminium hydride / dichloromethane; toluene / 2 h / 20 °C / Cooling with ice
4.2: 1 h
5.1: borane-THF / tetrahydrofuran / 40 °C
5.2: 0.5 h / 20 °C
6.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
7.1: 1,2-dichloro-ethane / 0.5 h
7.2: 1 h
With
pyridine; borane-THF; diisobutylaluminium hydride; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc;
1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
