Technology Process of N-[(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]-succinamic acid
There total 12 articles about N-[(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]-succinamic acid which
guide to synthetic route it.
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synthetic route:
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835916-36-4
N-[(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]-succinamic acid
- Guidance literature:
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Multi-step reaction with 9 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
9.1: DMF / acetonitrile / 2 h / 20 °C
With
hydrogenchloride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-dimethyl-formamide;
palladium on activated charcoal;
In
1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm040832y
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835916-36-4
N-[(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]-succinamic acid
- Guidance literature:
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Multi-step reaction with 11 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
11.1: DMF / acetonitrile / 2 h / 20 °C
With
hydrogenchloride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm040832y
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-
835916-36-4
N-[(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]-succinamic acid
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: HOBt; EDC*HCl / dimethylformamide / 0.25 h
1.2: 69 percent / Et3N / dimethylformamide / 4 h / 20 °C
2.1: 93 percent / H2 / Pd/C / dimethylformamide; H2O / 6 h
3.1: 62 percent / HOBt; EDC*HCl / dimethylformamide / 2.5 h / 20 °C
4.1: HCl / methanol; dioxane / 20 h / 20 °C
5.1: DMF / acetonitrile / 2 h / 20 °C
With
hydrogenchloride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N-dimethyl-formamide;
palladium on activated charcoal;
In
1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm040832y