2-tert-butyl-7-ethyl-6-(trimethylsilyl)-8-benzylpentaleno[1,2,3-cd]indole-2,7-dicarboxylate

Base Information

Chemical Name:2-tert-butyl-7-ethyl-6-(trimethylsilyl)-8-benzylpentaleno[1,2,3-cd]indole-2,7-dicarboxylate
CAS No.:1353567-82-4
Molecular Formula:C₃₀H₃₄N₂O₄Si
Molecular Weight:514.696
Hs Code.:

Synonyms:2-tert-butyl-7-ethyl-6-(trimethylsilyl)-8-benzylpentaleno[1,2,3-cd]indole-2,7-dicarboxylate

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Chemical Property of 2-tert-butyl-7-ethyl-6-(trimethylsilyl)-8-benzylpentaleno[1,2,3-cd]indole-2,7-dicarboxylate

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Technology Process of 2-tert-butyl-7-ethyl-6-(trimethylsilyl)-8-benzylpentaleno[1,2,3-cd]indole-2,7-dicarboxylate

There total 3 articles about 2-tert-butyl-7-ethyl-6-(trimethylsilyl)-8-benzylpentaleno[1,2,3-cd]indole-2,7-dicarboxylate 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: 87.0%

: 6436-90-4
ethyl 2-(benzylamino)acetate

: 1353567-73-3
1-(tert-butoxycarbonyl)-4[(trimethylsilyl)ethynyl]-indole-3-carboxaldehyde

: 1353567-82-4
2-tert-butyl-7-ethyl-6-(trimethylsilyl)-8-benzylpentaleno[1,2,3-cd]indole-2,7-dicarboxylate

Guidance literature:: With sulfur; In toluene; for 24h; Reflux;
DOI:10.1055/s-0033-1341053

Reference yield:

: 487-89-8,1228547-52-1
Indole-3-carboxaldehyde

: 1353567-82-4
2-tert-butyl-7-ethyl-6-(trimethylsilyl)-8-benzylpentaleno[1,2,3-cd]indole-2,7-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: thallium(III) trifluoroacetate; trifluoroacetic acid / 20 °C / Inert atmosphere

1.2: 4 h / 20 °C / Inert atmosphere

2.1: dmap / tetrahydrofuran / 2 h / 20 °C

3.1: triethylamine; copper(l) iodide; dichlorobis(tri-O-tolylphosphine)palladium / tetrahydrofuran / 2.16 h / 0 °C / Inert atmosphere

4.1: sulfur / toluene / 24 h / Reflux

With sulfur; dmap; copper(l) iodide; dichlorobis(tri-O-tolylphosphine)palladium; triethylamine; trifluoroacetic acid; thallium(III) trifluoroacetate; In tetrahydrofuran; toluene; 3.1: |Sonogashira Cross-Coupling;
DOI:10.1055/s-0033-1341053

Reference yield:

: 72527-73-2
4-iodo-indole-3-carboxaldehyde

: 1353567-82-4
2-tert-butyl-7-ethyl-6-(trimethylsilyl)-8-benzylpentaleno[1,2,3-cd]indole-2,7-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap / tetrahydrofuran / 2 h / 20 °C

2: triethylamine; copper(l) iodide; dichlorobis(tri-O-tolylphosphine)palladium / tetrahydrofuran / 2.16 h / 0 °C / Inert atmosphere

3: sulfur / toluene / 24 h / Reflux

With sulfur; dmap; copper(l) iodide; dichlorobis(tri-O-tolylphosphine)palladium; triethylamine; In tetrahydrofuran; toluene; 2: |Sonogashira Cross-Coupling;
DOI:10.1055/s-0033-1341053