6-bromo-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]guaiacol

Base Information

• Chemical Name: 6-bromo-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]guaiacol
• CAS No.: 913941-91-0
• Molecular Formula: C₂₃H₂₀BrNO₄S
• Molecular Weight: 486.386
• Mol file: 913941-91-0.mol

Synonyms:6-bromo-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]guaiacol

Chemical Property of 6-bromo-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]guaiacol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-bromo-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]guaiacol

There total 1 articles about 6-bromo-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]guaiacol 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: 83.0%

1-(benzenesulfonyl)-3-(2-iodoethyl)indole + 6-bromoguaiacol (28165-49-3) → 6-bromo-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]guaiacol (913941-91-0)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 6h;

DOI:10.1021/ol061488x

Reference yield: 37.0%

6-bromo-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]guaiacol (913941-91-0) + benzyl bromide (100-39-0) → 6-benzyl-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]guaiacol (913941-92-1)

Guidance literature:

6-bromo-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]guaiacol; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With copper(l) iodide; In tetrahydrofuran; hexane; at -78 - -40 ℃; for 0.583333h;

benzyl bromide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 15h;

DOI:10.1021/ol061488x

Reference yield:

6-bromo-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]guaiacol (913941-91-0) → 6-benzyl-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]catechol (913941-93-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: CuI / tetrahydrofuran; hexane / 0.58 h / -78 - -40 °C

1.3: 37 percent / tetrahydrofuran; hexane / 15 h / -78 - 20 °C

2.1: 60 percent / iodotrimethylsilane / CH₂Cl₂ / 20 h / 51 °C

With n-butyllithium; trimethylsilyl iodide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/ol061488x

upstream raw materials:

6-bromoguaiacol

Downstream raw materials:

6-benzyl-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]guaiacol

6-benzyl-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]catechol

1-O-(5-aminopentyl)-3-benzyl-2-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]catechol

1-O-(5-azidopentyl)-3-benzyl-2-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]catechol