2-(3-benzyloxyprop-1-en-2-yl)-1-(tert-butoxylcarbonyl)-3-butyl-1H-indole

Base Information

Chemical Name:2-(3-benzyloxyprop-1-en-2-yl)-1-(tert-butoxylcarbonyl)-3-butyl-1H-indole
CAS No.:1314559-67-5
Molecular Formula:C₂₇H₃₃NO₃
Molecular Weight:419.564
Hs Code.:

Synonyms:2-(3-benzyloxyprop-1-en-2-yl)-1-(tert-butoxylcarbonyl)-3-butyl-1H-indole

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Chemical Property of 2-(3-benzyloxyprop-1-en-2-yl)-1-(tert-butoxylcarbonyl)-3-butyl-1H-indole

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Technology Process of 2-(3-benzyloxyprop-1-en-2-yl)-1-(tert-butoxylcarbonyl)-3-butyl-1H-indole

There total 4 articles about 2-(3-benzyloxyprop-1-en-2-yl)-1-(tert-butoxylcarbonyl)-3-butyl-1H-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: 62.0%

: 1314559-52-8
N-(tert-butoxycarbonyl)-2-[1-benzyloxy-2-(tert-butyldimethylsilyloxymethyl)-2,3-octadien-4-yl]aniline

: 1314559-67-5
2-(3-benzyloxyprop-1-en-2-yl)-1-(tert-butoxylcarbonyl)-3-butyl-1H-indole

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.tet.2011.05.064

Reference yield:

: 1314558-88-7
1-benzyloxy-2-(tert-butyldimethylsilyloxymethyl)-3-octyn-2-ol

: 1314559-67-5
2-(3-benzyloxyprop-1-en-2-yl)-1-(tert-butoxylcarbonyl)-3-butyl-1H-indole

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.1: copper(I) bromide dimethylsulfide complex; n-butyllithium; tri-n-butyl-tin hydride; diisopropylamine / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

With n-butyllithium; copper(I) bromide dimethylsulfide complex; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; 2.2: Stille coupling;
DOI:10.1016/j.tet.2011.05.064

Reference yield:

: C₂₃H₃₈O₅SSi

: 1314559-67-5
2-(3-benzyloxyprop-1-en-2-yl)-1-(tert-butoxylcarbonyl)-3-butyl-1H-indole

Guidance literature:: Multi-step reaction with 2 steps

1.1: copper(I) bromide dimethylsulfide complex; n-butyllithium; tri-n-butyl-tin hydride; diisopropylamine / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

With n-butyllithium; copper(I) bromide dimethylsulfide complex; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; diisopropylamine; In tetrahydrofuran; hexane; 1.2: Stille coupling;
DOI:10.1016/j.tet.2011.05.064