2-ethenyl-3-[1-(methoxymethyloxy)prop-2-yn-1-yl]-N-(phenylsulfonyl)indole

Base Information

• Chemical Name: 2-ethenyl-3-[1-(methoxymethyloxy)prop-2-yn-1-yl]-N-(phenylsulfonyl)indole
• CAS No.: 361154-47-4
• Molecular Formula: C₂₁H₁₉NO₄S
• Molecular Weight: 381.452
• Mol file: 361154-47-4.mol

Synonyms:2-ethenyl-3-[1-(methoxymethyloxy)prop-2-yn-1-yl]-N-(phenylsulfonyl)indole

Chemical Property of 2-ethenyl-3-[1-(methoxymethyloxy)prop-2-yn-1-yl]-N-(phenylsulfonyl)indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-ethenyl-3-[1-(methoxymethyloxy)prop-2-yn-1-yl]-N-(phenylsulfonyl)indole

There total 5 articles about 2-ethenyl-3-[1-(methoxymethyloxy)prop-2-yn-1-yl]-N-(phenylsulfonyl)indole 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: 72.0%

chloromethyl methyl ether (107-30-2) + 2-ethenyl-3-(1-hydroxyprop-2-yn-1-yl)-N-(phenylsulfonyl)indole (361154-46-3) → 2-ethenyl-3-[1-(methoxymethyloxy)prop-2-yn-1-yl]-N-(phenylsulfonyl)indole (361154-47-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 45 ℃; for 12h;

DOI:10.1248/cpb.49.881

Reference yield:

2-chloroindole-3-carboxaldehyde (5059-30-3) → 2-ethenyl-3-[1-(methoxymethyloxy)prop-2-yn-1-yl]-N-(phenylsulfonyl)indole (361154-47-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 20 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

2: 90 percent / Et₄NCl; PdCl₂(PPh₃)2 / dimethylformamide / 2 h / 80 °C

3: 99 percent / tetrahydrofuran / 2 h / 0 °C

4: 72 percent / iPr₂NEt / CH₂Cl₂ / 12 h / 45 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.49.881

Reference yield:

benzenesulfonyl chloride (98-09-9) → 2-ethenyl-3-[1-(methoxymethyloxy)prop-2-yn-1-yl]-N-(phenylsulfonyl)indole (361154-47-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 20 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

2: 90 percent / Et₄NCl; PdCl₂(PPh₃)2 / dimethylformamide / 2 h / 80 °C

3: 99 percent / tetrahydrofuran / 2 h / 0 °C

4: 72 percent / iPr₂NEt / CH₂Cl₂ / 12 h / 45 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.49.881

upstream raw materials:

chloromethyl methyl ether

2-ethenyl-3-(1-hydroxyprop-2-yn-1-yl)-N-(phenylsulfonyl)indole

benzenesulfonyl chloride

2-chloroindole-3-carboxaldehyde