Technology Process of (1R,2S,5S)-3-((S)-2-(3-(1-(tert-butylsulfonylMethyl)cyclohexyl)ureido)-3,3-diMethylbutanoyl)-6,6-diMethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid
There total 15 articles about (1R,2S,5S)-3-((S)-2-(3-(1-(tert-butylsulfonylMethyl)cyclohexyl)ureido)-3,3-diMethylbutanoyl)-6,6-diMethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C27H47N3O6S;
With
water; sodium hydroxide;
In
2-methyltetrahydrofuran;
at 20 - 60 ℃;
for 7h;
Industry scale;
With
phosphoric acid;
In
2-methyltetrahydrofuran;
at 20 - 30 ℃;
for 0.166667h;
pH=1.5 - 3;
Industry scale;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 2 h / -10 °C / Industry scale
1.2: -10 - 25 °C
2.1: zinc dibromide / dichloromethane / 1.5 h / 20 - 45 °C / Industry scale
3.1: sodium hydroxide; water / methanol / 16 h / 70 °C / Industry scale
3.2: 10 °C / pH ~ 1.5 / Industry scale
4.1: Oxone / dichloromethane / 24 h / 15 °C / Industry scale
5.1: triethylamine; diphenyl phosphoryl azide / toluene / 9 h / 80 °C / 760.05 Torr / Industry scale; Reflux
6.1: triethylamine / toluene; water / 7 h / 0 - 20 °C / Industry scale
7.1: benzotriazol-1-ol; 4-methyl-morpholine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / acetonitrile; water / 5 h / 5 - 40 °C / Industry scale
8.1: sodium hydroxide; water / 2-methyltetrahydrofuran / 7 h / 20 - 60 °C / Industry scale
8.2: 0.17 h / 20 - 30 °C / pH 1.5 - 3 / Industry scale
With
4-methyl-morpholine; Oxone; n-butyllithium; diphenyl phosphoryl azide; water; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; diisopropylamine; sodium hydroxide;
zinc dibromide;
In
tetrahydrofuran; 2-methyltetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
5.1: Curtius Rearrangement;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: zinc dibromide / dichloromethane / 1.5 h / 20 - 45 °C / Industry scale
2.1: sodium hydroxide; water / methanol / 16 h / 70 °C / Industry scale
2.2: 10 °C / pH ~ 1.5 / Industry scale
3.1: Oxone / dichloromethane / 24 h / 15 °C / Industry scale
4.1: triethylamine; diphenyl phosphoryl azide / toluene / 9 h / 80 °C / 760.05 Torr / Industry scale; Reflux
5.1: triethylamine / toluene; water / 7 h / 0 - 20 °C / Industry scale
6.1: benzotriazol-1-ol; 4-methyl-morpholine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / acetonitrile; water / 5 h / 5 - 40 °C / Industry scale
7.1: sodium hydroxide; water / 2-methyltetrahydrofuran / 7 h / 20 - 60 °C / Industry scale
7.2: 0.17 h / 20 - 30 °C / pH 1.5 - 3 / Industry scale
With
4-methyl-morpholine; Oxone; diphenyl phosphoryl azide; water; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; sodium hydroxide;
zinc dibromide;
In
2-methyltetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
4.1: Curtius Rearrangement;