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

Base Information

Chemical Name:1-O-(5-azidopentyl)-3-benzyl-2-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]catechol
CAS No.:913941-94-3
Molecular Formula:C₃₄H₃₄N₄O₄S
Molecular Weight:594.734
Hs Code.:

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

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

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

There total 6 articles about 1-O-(5-azidopentyl)-3-benzyl-2-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]catechol 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: 67.0%

: 913941-93-2
6-benzyl-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]catechol

: 142523-71-5
1-Iodo-5-azidopentane

: 913941-94-3
1-O-(5-azidopentyl)-3-benzyl-2-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]catechol

Guidance literature:: With potassium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 17h;
DOI:10.1021/ol061488x

Reference yield:

: 1-(benzenesulfonyl)-3-(2-iodoethyl)indole

: 913941-94-3
1-O-(5-azidopentyl)-3-benzyl-2-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]catechol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 83 percent / KOH / dimethylsulfoxide / 6 h / 20 °C

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

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

2.3: 37 percent / tetrahydrofuran; hexane / 15 h / -78 - 20 °C

3.1: 60 percent / iodotrimethylsilane / CH₂Cl₂ / 20 h / 51 °C

4.1: 67 percent / KOH / dimethylsulfoxide / 17 h / 20 °C

With potassium hydroxide; n-butyllithium; trimethylsilyl iodide; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ol061488x

Reference yield:

: 913941-91-0
6-bromo-1-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]guaiacol

: 913941-94-3
1-O-(5-azidopentyl)-3-benzyl-2-O-[2-[1-(benzenesulfonyl)indol-3-yl]ethyl]catechol

Guidance literature:: Multi-step reaction with 3 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

3.1: 67 percent / KOH / dimethylsulfoxide / 17 h / 20 °C

With potassium hydroxide; n-butyllithium; trimethylsilyl iodide; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ol061488x