(E)-tert-butyl 6-(2-(allylthio)-4-cyclohexylbut-3-en-2-yl)-1H-indole-1-carboxylate

Base Information

Chemical Name:(E)-tert-butyl 6-(2-(allylthio)-4-cyclohexylbut-3-en-2-yl)-1H-indole-1-carboxylate
CAS No.:1613416-83-3
Molecular Formula:C₂₆H₃₅NO₂S
Molecular Weight:425.635
Hs Code.:

Synonyms:(E)-tert-butyl 6-(2-(allylthio)-4-cyclohexylbut-3-en-2-yl)-1H-indole-1-carboxylate

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Chemical Property of (E)-tert-butyl 6-(2-(allylthio)-4-cyclohexylbut-3-en-2-yl)-1H-indole-1-carboxylate

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Technology Process of (E)-tert-butyl 6-(2-(allylthio)-4-cyclohexylbut-3-en-2-yl)-1H-indole-1-carboxylate

There total 10 articles about (E)-tert-butyl 6-(2-(allylthio)-4-cyclohexylbut-3-en-2-yl)-1H-indole-1-carboxylate 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: 53.0%

: 1613416-96-8
(E)-tert-butyl 6-(4-cyclohexyl-2-mercaptobut-3-en-2-yl)-1H-indole-1-carboxylate

: 106-95-6
allyl bromide

: 1613416-83-3
(E)-tert-butyl 6-(2-(allylthio)-4-cyclohexylbut-3-en-2-yl)-1H-indole-1-carboxylate

Guidance literature:: (E)-tert-butyl 6-(4-cyclohexyl-2-mercaptobut-3-en-2-yl)-1H-indole-1-carboxylate; With n-butyllithium; In diethyl ether; at -78 ℃; for 0.0333333h; Inert atmosphere;

allyl bromide; In diethyl ether; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1039/c4cc02596b

Reference yield:

: 5318-27-4
6-amino-1H-indole

: 1613416-83-3
(E)-tert-butyl 6-(2-(allylthio)-4-cyclohexylbut-3-en-2-yl)-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C / Reflux; Inert atmosphere

3.1: benzotriazol-1-ol / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere; Reflux

4.1: triethylamine; dmap / dichloromethane / 20 h / 20 °C / Inert atmosphere

5.1: diisopropylamine; lithium chloride; n-butyllithium / tetrahydrofuran / -78 - -60 °C / Inert atmosphere

5.2: -78 - 20 °C / Inert atmosphere

6.1: sodium ethanolate / diethyl ether; ethanol / 0.75 h / 0 °C / Inert atmosphere

7.1: n-butyllithium / diethyl ether / 0.03 h / -78 °C / Inert atmosphere

7.2: -78 - 20 °C / Inert atmosphere

With pyridine; dmap; lithium aluminium tetrahydride; n-butyllithium; sodium ethanolate; benzotriazol-1-ol; triethylamine; diisopropylamine; lithium chloride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1039/c4cc02596b

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1613416-83-3
(E)-tert-butyl 6-(2-(allylthio)-4-cyclohexylbut-3-en-2-yl)-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; dmap / dichloromethane / 20 h / 20 °C / Inert atmosphere

2.1: diisopropylamine; lithium chloride; n-butyllithium / tetrahydrofuran / -78 - -60 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: sodium ethanolate / diethyl ether; ethanol / 0.75 h / 0 °C / Inert atmosphere

4.1: n-butyllithium / diethyl ether / 0.03 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

With dmap; n-butyllithium; sodium ethanolate; triethylamine; diisopropylamine; lithium chloride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1039/c4cc02596b