(E)-N-tert-butyl-3-ethylidene-5-(4-methoxybenzyl)-4-oxo-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole-6-carboxamide

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Chemical Name:(E)-N-tert-butyl-3-ethylidene-5-(4-methoxybenzyl)-4-oxo-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole-6-carboxamide
CAS No.:1447525-33-8
Molecular Formula:C₃₃H₃₅N₃O₅S
Molecular Weight:585.724
Hs Code.:

Synonyms:(E)-N-tert-butyl-3-ethylidene-5-(4-methoxybenzyl)-4-oxo-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole-6-carboxamide

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Chemical Property of (E)-N-tert-butyl-3-ethylidene-5-(4-methoxybenzyl)-4-oxo-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole-6-carboxamide

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Technology Process of (E)-N-tert-butyl-3-ethylidene-5-(4-methoxybenzyl)-4-oxo-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole-6-carboxamide

There total 4 articles about (E)-N-tert-butyl-3-ethylidene-5-(4-methoxybenzyl)-4-oxo-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole-6-carboxamide 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: 73.0%

: 1447525-11-2
N-(2-(tert-butylamino)-2-oxo-1-(1-tosyl-1H-indol-4-yl)ethyl)-N-(4-methoxybenzyl)but-2-ynamide

: 1447525-33-8
(E)-N-tert-butyl-3-ethylidene-5-(4-methoxybenzyl)-4-oxo-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole-6-carboxamide

Guidance literature:: With indium(III) triflate; In 1,2-dichloro-ethane; at 100 ℃; for 3h; regioselective reaction; Inert atmosphere;
DOI:10.1039/c3cc42704h

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 1447525-33-8
(E)-N-tert-butyl-3-ethylidene-5-(4-methoxybenzyl)-4-oxo-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole-6-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane / 0.5 h / 5 - 10 °C

2: sodium sulfate; methanol / 50 °C

3: indium(III) triflate / 1,2-dichloro-ethane / 3 h / 100 °C / Inert atmosphere

With indium(III) triflate; methanol; tetra(n-butyl)ammonium hydrogensulfate; sodium sulfate; sodium hydroxide; In dichloromethane; 1,2-dichloro-ethane; 2: |Ugi Condensation;
DOI:10.1039/c3cc42704h

Reference yield:

: 1074-86-8
4-formyl indole

: 1447525-33-8
(E)-N-tert-butyl-3-ethylidene-5-(4-methoxybenzyl)-4-oxo-1-tosyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole-6-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane / 0.5 h / 5 - 10 °C

2: sodium sulfate; methanol / 50 °C

3: indium(III) triflate / 1,2-dichloro-ethane / 3 h / 100 °C / Inert atmosphere

With indium(III) triflate; methanol; tetra(n-butyl)ammonium hydrogensulfate; sodium sulfate; sodium hydroxide; In dichloromethane; 1,2-dichloro-ethane; 2: |Ugi Condensation;
DOI:10.1039/c3cc42704h