(1-benzenesulfonyl-6-methoxymethoxy-1H-indol-3-yl)-[4-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-methanol

Base Information

• Chemical Name: (1-benzenesulfonyl-6-methoxymethoxy-1H-indol-3-yl)-[4-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-methanol
• CAS No.: 180633-69-6
• Molecular Formula: C₂₆H₃₂IN₃O₆SSi
• Molecular Weight: 669.613
• Mol file: 180633-69-6.mol

Synonyms:(1-benzenesulfonyl-6-methoxymethoxy-1H-indol-3-yl)-[4-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-methanol

Chemical Property of (1-benzenesulfonyl-6-methoxymethoxy-1H-indol-3-yl)-[4-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-benzenesulfonyl-6-methoxymethoxy-1H-indol-3-yl)-[4-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-methanol

There total 4 articles about (1-benzenesulfonyl-6-methoxymethoxy-1H-indol-3-yl)-[4-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-methanol 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: 44.0%

4-iodo-[2-(trimethylsilyl)ethoxy]methyl-1H-imidazole-2-carboxaldehyde (180633-57-2) + 1-benzenesulfonyl-3-iodo-6-methoxymethoxy-1H-indole (180633-67-4) → (1-benzenesulfonyl-6-methoxymethoxy-1H-indol-3-yl)-[4-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-methanol (180633-69-6)

Guidance literature:

1-benzenesulfonyl-3-iodo-6-methoxymethoxy-1H-indole; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.5h;

4-iodo-[2-(trimethylsilyl)ethoxy]methyl-1H-imidazole-2-carboxaldehyde; In tetrahydrofuran; pentane; at -78 - 0 ℃; for 3h; Further stages.;

DOI:10.1016/j.tet.2008.04.045

Reference yield:

benzenesulfonyl chloride (98-09-9) → (1-benzenesulfonyl-6-methoxymethoxy-1H-indol-3-yl)-[4-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-methanol (180633-69-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide; tetrahydrofuran / 2 h

2: 1.) t-BuLi / 1.) THF, -90 deg C, 30 min; 2.) THF, -78 deg C to 0 deg C, 4 h

With tert.-butyl lithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(96)01148-3

Reference yield:

6-methoxymethoxy-1H-indole (180633-65-2) → (1-benzenesulfonyl-6-methoxymethoxy-1H-indol-3-yl)-[4-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-methanol (180633-69-6)

Guidance literature:

Multi-step reaction with 3 steps

1: KOH, I₂ / dimethylformamide / Ambient temperature

2: NaH / dimethylformamide; tetrahydrofuran / 2 h

3: 1.) t-BuLi / 1.) THF, -90 deg C, 30 min; 2.) THF, -78 deg C to 0 deg C, 4 h

With potassium hydroxide; iodine; tert.-butyl lithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(96)01148-3

upstream raw materials:

4-iodo-[2-(trimethylsilyl)ethoxy]methyl-1H-imidazole-2-carboxaldehyde

1-benzenesulfonyl-3-iodo-6-methoxymethoxy-1H-indole

benzenesulfonyl chloride

6-methoxymethoxy-1H-indole

Downstream raw materials:

[4-(1-benzenesulfonyl-6-bromo-1H-indol-3-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-(1-benzenesulfonyl-6-methoxymethoxy-1H-indol-3-yl)-methanone

Bromotopsentin

(1-benzenesulfonyl-6-methoxymethoxy-1H-indol-3-yl)-[4-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-methanone