1H-Indole-1-carboxylic acid, 3-[[5-[[1-[(1,1-dimethylethoxy)carbonyl]-1H-indol-3-yl]carbonyl]-1-(ethoxy methyl)-1H-imidazol-2-yl]carbonyl]-6-(phenylmethoxy)-, 1,1-dimethylethyl ester

Base Information

Chemical Name:1H-Indole-1-carboxylic acid, 3-[[5-[[1-[(1,1-dimethylethoxy)carbonyl]-1H-indol-3-yl]carbonyl]-1-(ethoxy methyl)-1H-imidazol-2-yl]carbonyl]-6-(phenylmethoxy)-, 1,1-dimethylethyl ester
CAS No.:630110-75-7
Molecular Formula:C41H42N4O8
Molecular Weight:718.806
Hs Code.:

1H-Indole-1-carboxylic acid,
3-[[5-[[1-[(1,1-dimethylethoxy)carbonyl]-1H-indol-3-yl]carbonyl]-1-(ethoxy
methyl)-1H-imidazol-2-yl]carbonyl]-6-(phenylmethoxy)-,
1,1-dimethylethyl ester

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Chemical Property of 1H-Indole-1-carboxylic acid, 3-[[5-[[1-[(1,1-dimethylethoxy)carbonyl]-1H-indol-3-yl]carbonyl]-1-(ethoxy methyl)-1H-imidazol-2-yl]carbonyl]-6-(phenylmethoxy)-, 1,1-dimethylethyl ester

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Technology Process of 1H-Indole-1-carboxylic acid, 3-[[5-[[1-[(1,1-dimethylethoxy)carbonyl]-1H-indol-3-yl]carbonyl]-1-(ethoxy methyl)-1H-imidazol-2-yl]carbonyl]-6-(phenylmethoxy)-, 1,1-dimethylethyl ester

There total 8 articles about 1H-Indole-1-carboxylic acid, 3-[[5-[[1-[(1,1-dimethylethoxy)carbonyl]-1H-indol-3-yl]carbonyl]-1-(ethoxy methyl)-1H-imidazol-2-yl]carbonyl]-6-(phenylmethoxy)-, 1,1-dimethylethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

: 630110-70-2
tert-butyl 3-[5-(1-tert-butoxycarbonyl-1H-indole-3-carbonyl)-1-ethoxymethyl-4-iodo-1H-imidazole-2-carbonyl]-6-benzyloxy-1H-indole-1-carboxylate

: 630110-75-7
tert-butyl 3-[5-(1-tert-butoxycarbonyl-1H-indole-3-carbonyl)-1-ethoxymethyl-1H-imidazole-2-carbonyl]-6-benzyloxy-1H-indole-1-carboxylate

Guidance literature:: With hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; dichloromethane; for 15h;
DOI:10.1055/s-2003-40843

Reference yield:

: 92855-64-6
6-benzyloxy-1H-indole-3-carboxaldehyde

: 630110-75-7
tert-butyl 3-[5-(1-tert-butoxycarbonyl-1H-indole-3-carbonyl)-1-ethoxymethyl-1H-imidazole-2-carbonyl]-6-benzyloxy-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / DMAP / acetonitrile / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.08 h / -78 °C

2.2: 75 percent / tetrahydrofuran; hexane / 1 h / -78 °C

3.1: 91 percent / MnO₂ / CH₂Cl₂ / 4 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.08 h / -78 °C

4.2: 61 percent / tetrahydrofuran; hexane / 0.75 h / -78 °C

5.1: 84 percent / MnO₂ / CH₂Cl₂ / 4 h / 20 °C

6.1: 89 percent / H₂; K₂CO₃ / Pd/C / CH₂Cl₂; methanol / 20 °C / 11250.9 Torr

With dmap; manganese(IV) oxide; n-butyllithium; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile;
DOI:10.1055/s-2004-834905

Reference yield:

: 630110-71-3
6-benzyloxy-1H-1-tert-butoxycarbonylindole-3-carbaldehyde

: 630110-75-7
tert-butyl 3-[5-(1-tert-butoxycarbonyl-1H-indole-3-carbonyl)-1-ethoxymethyl-1H-imidazole-2-carbonyl]-6-benzyloxy-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.08 h / -78 °C

1.2: 75 percent / tetrahydrofuran; hexane / 1 h / -78 °C

2.1: 91 percent / MnO₂ / CH₂Cl₂ / 4 h / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.08 h / -78 °C

3.2: 61 percent / tetrahydrofuran; hexane / 0.75 h / -78 °C

4.1: 84 percent / MnO₂ / CH₂Cl₂ / 4 h / 20 °C

5.1: 89 percent / H₂; K₂CO₃ / Pd/C / CH₂Cl₂; methanol / 20 °C / 11250.9 Torr

With manganese(IV) oxide; n-butyllithium; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1055/s-2004-834905