Technology Process of (R)-methyl 2-((tert-butoxycarbonyl)amino)-3-(((2S,3R)-6,6,6-trifluoro-3-(((S)-5-(3-fluorophenyl)-9-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanamido)thio)propanoate
There total 13 articles about (R)-methyl 2-((tert-butoxycarbonyl)amino)-3-(((2S,3R)-6,6,6-trifluoro-3-(((S)-5-(3-fluorophenyl)-9-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanamido)thio)propanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
N,N'-bis(tert-butoxy)carbonyl-L-cystine dimethyl ester;
With
silver nitrate;
In
methanol;
for 0.5h;
(2R,3S)-N-((3S)-5-(3-fluorophenyl)-9-methyl-2-oxo-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide;
With
triethylamine;
In
methanol;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: tetrahydrofuran; hexane / 0.25 h / 0 °C
1.2: 0 - 20 °C
2.1: lithium chloride; diisopropylamine; n-butyllithium / tetrahydrofuran; hexane; toluene / 0.33 h / -78 - 0 °C / Inert atmosphere
2.2: -78 - 40 °C
2.3: 2.5 h / 0 °C
3.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 1 h / 20 °C
4.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C
5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ammonia / tetrahydrofuran; isopropyl alcohol / 20 °C
6.1: silver nitrate / methanol / 0.5 h
6.2: 20 °C
With
n-butyllithium; ammonia; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; silver nitrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; diisopropylamine; trifluoroacetic acid; lithium chloride;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere
1.2: 6 h / -78 °C
2.1: lithium hydroxide; dihydrogen peroxide; water / tetrahydrofuran / 1.17 h / 0 °C
3.1: lithium diisopropyl amide / tetrahydrofuran / 2.12 h / -78 °C
3.2: 2.05 h / -78 - -25 °C
4.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 1 h / 20 °C
5.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C
6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ammonia / tetrahydrofuran; isopropyl alcohol / 20 °C
7.1: silver nitrate / methanol / 0.5 h
7.2: 20 °C
With
ammonia; water; dihydrogen peroxide; sodium hexamethyldisilazane; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; silver nitrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; lithium hydroxide; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
