Technology Process of tert-butyl 2-((5S,8S)-6-(tert-butyloxycarbonyl)-8-carbamoyl-12,12-dimethyl-3,10-dioxo-1,1,1-triphenyl-11-oxa-2,6,9-triazatridecan-5-yl)-6-((tert-butyloxycarbonyl)amino)-5-methylpyrimidine-4-carboxylate
There total 15 articles about tert-butyl 2-((5S,8S)-6-(tert-butyloxycarbonyl)-8-carbamoyl-12,12-dimethyl-3,10-dioxo-1,1,1-triphenyl-11-oxa-2,6,9-triazatridecan-5-yl)-6-((tert-butyloxycarbonyl)amino)-5-methylpyrimidine-4-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-3-((tert-butyloxycarbonyl)((S)-1-(4-(tert-butyloxycarbonyl)-6-((tertbutyloxycarbonyl)amino)-5-methylpyrimidin-2-yl)-3-oxo-3-(tritylamino)propyl)amino)-2-((tert-butyloxycarbonyl)amino)propanoic acid;
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
dichloromethane;
at 0 - 25 ℃;
for 0.5h;
Inert atmosphere;
With
ammonia;
In
tetrahydrofuran; dichloromethane;
at 0 - 25 ℃;
for 0.5h;
DOI:10.1021/ja412298c
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 0.5 h / 20 °C
1.2: 0.5 h / 25 °C
2.1: silver nitrate; [bis(acetoxy)iodo]benzene / water; dichloromethane / 2 h / 25 °C
3.1: acetonitrile / 15 h / 25 °C / Molecular sieve
4.1: triethylamine / tetrahydrofuran / 12 h / 50 °C
5.1: sodium hydroxide; water / tetrahydrofuran; methanol / 0.17 h / 0 °C
6.1: triethylamine; diphenyl phosphoryl azide / 4 h / Reflux
7.1: toluene-4-sulfonic acid / methanol / 3 h / 25 °C
8.1: Jones reagent / acetone / 1 h / 0 °C
9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 0 - 25 °C / Inert atmosphere
9.2: 0.5 h / 0 - 25 °C
With
Jones reagent; [bis(acetoxy)iodo]benzene; diphenyl phosphoryl azide; potassium tert-butylate; water; benzotriazol-1-ol; toluene-4-sulfonic acid; silver nitrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water; acetone; acetonitrile;
3.1: |Diels-Alder Cycloaddition / 6.1: |Curtius Rearrangement;
DOI:10.1021/ja412298c
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium hydrogencarbonate; iodine / water; dichloromethane / 2 h / 25 °C
2.1: acetonitrile / 15 h / 25 °C / Molecular sieve
3.1: triethylamine / tetrahydrofuran / 12 h / 50 °C
4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 0.17 h / 0 °C
5.1: triethylamine; diphenyl phosphoryl azide / 4 h / Reflux
6.1: toluene-4-sulfonic acid / methanol / 3 h / 25 °C
7.1: Jones reagent / acetone / 1 h / 0 °C
8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 0 - 25 °C / Inert atmosphere
8.2: 0.5 h / 0 - 25 °C
With
Jones reagent; diphenyl phosphoryl azide; water; iodine; benzotriazol-1-ol; potassium hydrogencarbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water; acetone; acetonitrile;
2.1: |Diels-Alder Cycloaddition / 5.1: |Curtius Rearrangement;
DOI:10.1021/ja412298c
