Technology Process of (2R,3S)-3-((3,3-difluorocyclobutyl)methyl)-N-((3S)-9-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)-2-(3,3,3-trifluoropropyl)succinamide
There total 14 articles about (2R,3S)-3-((3,3-difluorocyclobutyl)methyl)-N-((3S)-9-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)-2-(3,3,3-trifluoropropyl)succinamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2S,3R)-tert-butyl2-((3,3-difluorocyclobutyl)methyl)-6,6,6-trifluoro-3-(((S)-9-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepin-3-yl)carbamoyl)hexanoate;
With
trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
for 1h;
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
tetrahydrofuran;
for 0.166667h;
With
ammonia;
In
tetrahydrofuran;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 1 h / 160 °C
2.1: borane-THF / hexane; tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: lithium chloride; lithium diisopropyl amide / hexane; tetrahydrofuran; toluene / 0.5 h / -78 - 0 °C / Inert atmosphere
3.2: 0.25 h / -78 - 40 °C / Inert atmosphere
4.1: water; lithium hydroxide; dihydrogen peroxide / tetrahydrofuran / 0 - 20 °C
5.1: sodium hydrogencarbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / N,N-dimethyl-formamide / 0.83 h / 20 °C
6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
6.2: 0.17 h
6.3: 20 °C
With
borane-THF; water; dihydrogen peroxide; sodium hydrogencarbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; trifluoroacetic acid; lithium chloride; lithium hydroxide; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: lithium diisopropyl amide / hexane; tetrahydrofuran; ethylbenzene / 0.83 h / -78 - 20 °C
1.2: 0.42 h / -78 - 20 °C
2.1: sodium hydrogencarbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / N,N-dimethyl-formamide / 0.83 h / 20 °C
3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
3.2: 0.17 h
3.3: 20 °C
With
sodium hydrogencarbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; trifluoroacetic acid; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; dichloromethane; ethylbenzene; N,N-dimethyl-formamide;
![(2S,3R)-tert-butyl2-((3,3-difluorocyclobutyl)methyl)-6,6,6-trifluoro-3-(((S)-9-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepin-3-yl)carbamoyl)hexanoate](/Databaselist/images/loading.webp)
