1H-Indole-1-carboxylic acid, 3-[[5-[[1-[(1,1-dimethylethoxy)carbonyl]-1H-indol-3-yl]carbonyl]-1-(ethoxy methyl)-4-iodo-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)-4-iodo-1H-imidazol-2-yl]carbonyl]-6-(phenylmethoxy)-, 1,1-dimethylethyl ester
• CAS No.: 630110-70-2
• Molecular Formula: C41H41IN4O8
• Molecular Weight: 844.703
• Mol file: 630110-70-2.mol

Synonyms:

Chemical Property of 1H-Indole-1-carboxylic acid, 3-[[5-[[1-[(1,1-dimethylethoxy)carbonyl]-1H-indol-3-yl]carbonyl]-1-(ethoxy methyl)-4-iodo-1H-imidazol-2-yl]carbonyl]-6-(phenylmethoxy)-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Indole-1-carboxylic acid, 3-[[5-[[1-[(1,1-dimethylethoxy)carbonyl]-1H-indol-3-yl]carbonyl]-1-(ethoxy methyl)-4-iodo-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)-4-iodo-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: 84.0%

tert-butyl 3-{5-[(1-tert-butoxycarbonyl-1H-indol-3-yl)hydroxymethyl]-1-ethoxymethyl-4-iodo-1H-imidazole-2-carbonyl}-6-benzyloxy-1H-indole-1-carboxylate (630110-74-6) → 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 (630110-70-2)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1055/s-2003-40843

Reference yield:

6-benzyloxy-1H-indole-3-carboxaldehyde (92855-64-6) → 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 (630110-70-2)

Guidance literature:

Multi-step reaction with 5 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

With dmap; manganese(IV) oxide; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;

DOI:10.1055/s-2004-834905

Reference yield:

6-benzyloxy-1H-1-tert-butoxycarbonylindole-3-carbaldehyde (630110-71-3) → 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 (630110-70-2)

Guidance literature:

Multi-step reaction with 4 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

With manganese(IV) oxide; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1055/s-2004-834905

upstream raw materials:

tert-butyl 3-{5-[(1-tert-butoxycarbonyl-1H-indol-3-yl)hydroxymethyl]-1-ethoxymethyl-4-iodo-1H-imidazole-2-carbonyl}-6-benzyloxy-1H-indole-1-carboxylate

1-tert-butoxycarbonyl-3-formylindole

di-tert-butyl dicarbonate

6-benzyloxy-1H-indole-3-carboxaldehyde

Downstream raw materials:

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

[5-(1H-indole-3-carbonyl)-1H-imidazol-2-yl](6-benzyloxy-1H-indol-3-yl)methanone

[1-ethoxymethyl-5-(1H-indole-3-carbonyl)-1H-imidazol-2-yl](6-benzyloxy-1H-indol-3-yl)methanone