Technology Process of [(4S)-6-(4-chlorophenyl)-8-hydroxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]acetic acid
There total 10 articles about [(4S)-6-(4-chlorophenyl)-8-hydroxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]acetic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
[(4S)-6-(4-chlorophenyl)-1-methyl-8-(methyloxy)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]acetic acid;
With
boron tribromide;
In
dichloromethane;
at -78 - 20 ℃;
for 4.5h;
Inert atmosphere;
With
water;
In
dichloromethane;
Cooling with ice;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 2.25 h / Reflux
2.1: toluene; diethyl ether / 1 h / 0 - 20 °C
2.2: 2 h / Reflux
3.1: chloroform / 1.5 h / 60 °C
4.1: triethylamine / dichloromethane / 24 h / Reflux
4.2: 2 h / 60 °C
5.1: tetraphosphorus decasulfide; sodium carbonate / 1,2-dichloro-ethane / 2 h / 70 °C
6.1: hydrazine hydrate / tetrahydrofuran / 4 h / 0 - 15 °C
6.2: 1 h / 20 °C
7.1: acetic acid / tetrahydrofuran / 48 h / 20 °C
8.1: sodium hydroxide / tetrahydrofuran / 5 h / 20 °C
9.1: boron tribromide / dichloromethane / 4.5 h / -78 - 20 °C / Inert atmosphere
9.2: Cooling with ice
With
tetraphosphorus decasulfide; boron tribromide; sodium carbonate; hydrazine hydrate; acetic acid; triethylamine; sodium hydroxide;
In
tetrahydrofuran; diethyl ether; dichloromethane; chloroform; 1,2-dichloro-ethane; toluene;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: toluene; diethyl ether / 1 h / 0 - 20 °C
1.2: 2 h / Reflux
2.1: chloroform / 1.5 h / 60 °C
3.1: triethylamine / dichloromethane / 24 h / Reflux
3.2: 2 h / 60 °C
4.1: tetraphosphorus decasulfide; sodium carbonate / 1,2-dichloro-ethane / 2 h / 70 °C
5.1: hydrazine hydrate / tetrahydrofuran / 4 h / 0 - 15 °C
5.2: 1 h / 20 °C
6.1: acetic acid / tetrahydrofuran / 48 h / 20 °C
7.1: sodium hydroxide / tetrahydrofuran / 5 h / 20 °C
8.1: boron tribromide / dichloromethane / 4.5 h / -78 - 20 °C / Inert atmosphere
8.2: Cooling with ice
With
tetraphosphorus decasulfide; boron tribromide; sodium carbonate; hydrazine hydrate; acetic acid; triethylamine; sodium hydroxide;
In
tetrahydrofuran; diethyl ether; dichloromethane; chloroform; 1,2-dichloro-ethane; toluene;