Technology Process of (12R)-amino-(5S,8R)-dibenzyl-2-(S)-(1H-indol-3-ylmethyl)-1,4,7,10-tetraaza-cyclotetradecane-3,6,11,14-tetraone
There total 11 articles about (12R)-amino-(5S,8R)-dibenzyl-2-(S)-(1H-indol-3-ylmethyl)-1,4,7,10-tetraaza-cyclotetradecane-3,6,11,14-tetraone which
guide to synthetic route it.
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synthetic route:
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258530-43-7
[(2S,5S,8R,12R)-5,8-Dibenzyl-2-(1H-indol-3-ylmethyl)-3,6,11,14-tetraoxo-1,4,7,10-tetraaza-cyclotetradec-12-yl]-carbamic acid tert-butyl ester
- Guidance literature:
-
With
hydrogenchloride;
In
1,4-dioxane; methanol;
at 20 ℃;
for 20h;
DOI:10.1021/jm040832y
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: HOBt; EDC*HCl / acetonitrile / 0.5 h / 0 °C
1.2: Et3N / acetonitrile / 3 h / 20 °C
2.1: 30 g / HCl / methanol; dioxane / 8 h / 20 °C
3.1: HOBt; EDC*HCl / dimethylformamide / 0.25 h
3.2: Et3N / dimethylformamide / 2 h / 20 °C
4.1: HCl / methanol; dioxane / 5.5 h / 20 °C
5.1: HOBt; EDC*HCl / dimethylformamide / 0.25 h
5.2: 69 percent / Et3N / dimethylformamide / 4 h / 20 °C
6.1: 93 percent / H2 / Pd/C / dimethylformamide; H2O / 6 h
7.1: 62 percent / HOBt; EDC*HCl / dimethylformamide / 2.5 h / 20 °C
8.1: HCl / methanol; dioxane / 20 h / 20 °C
With
hydrogenchloride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
palladium on activated charcoal;
In
1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm040832y
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 77 percent / Et3N / tetrahydrofuran / 1 h / 0 °C
2.1: 99 percent / HCl / methanol; dioxane / 1 h
3.1: HOBt; EDC*HCl / acetonitrile / 0.5 h / 0 °C
3.2: Et3N / acetonitrile / 3 h / 20 °C
4.1: 30 g / HCl / methanol; dioxane / 8 h / 20 °C
5.1: HOBt; EDC*HCl / dimethylformamide / 0.25 h
5.2: Et3N / dimethylformamide / 2 h / 20 °C
6.1: HCl / methanol; dioxane / 5.5 h / 20 °C
7.1: HOBt; EDC*HCl / dimethylformamide / 0.25 h
7.2: 69 percent / Et3N / dimethylformamide / 4 h / 20 °C
8.1: 93 percent / H2 / Pd/C / dimethylformamide; H2O / 6 h
9.1: 62 percent / HOBt; EDC*HCl / dimethylformamide / 2.5 h / 20 °C
10.1: HCl / methanol; dioxane / 20 h / 20 °C
With
hydrogenchloride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm040832y