tert-butyl (3S,αR,E)-3-[N-(but-3′-en-1′-yl)-N-(α-methylbenzyl)amino]hex-4-enoate

Base Information

Chemical Name:tert-butyl (3S,αR,E)-3-[N-(but-3′-en-1′-yl)-N-(α-methylbenzyl)amino]hex-4-enoate
CAS No.:1202038-90-1
Molecular Formula:C₂₂H₃₃NO₂
Molecular Weight:343.51
Hs Code.:

Synonyms:tert-butyl (3S,αR,E)-3-[N-(but-3′-en-1′-yl)-N-(α-methylbenzyl)amino]hex-4-enoate

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Chemical Property of tert-butyl (3S,αR,E)-3-[N-(but-3′-en-1′-yl)-N-(α-methylbenzyl)amino]hex-4-enoate

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Technology Process of tert-butyl (3S,αR,E)-3-[N-(but-3′-en-1′-yl)-N-(α-methylbenzyl)amino]hex-4-enoate

There total 5 articles about tert-butyl (3S,αR,E)-3-[N-(but-3′-en-1′-yl)-N-(α-methylbenzyl)amino]hex-4-enoate 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: 82.0%

: 109-72-8,29786-93-4
n-butyllithium

: 81838-85-9
tert-butyl (2E,4E)-2,4-hexadienoate

: 177944-16-0
(R)-N-(but-3-en-1-yl)-N-(α-methylbenzyl)amine

: (RS)-tert-butyl 3-butylhex-5-enoate

: 1202038-90-1
tert-butyl (3S,αR,E)-3-[N-(but-3′-en-1′-yl)-N-(α-methylbenzyl)amino]hex-4-enoate

: 81838-65-5
tert-butyl hexa-3,5-dienoate

Guidance literature:: n-butyllithium; (R)-N-(but-3-en-1-yl)-N-(α-methylbenzyl)amine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

tert-butyl (2E,4E)-2,4-hexadienoate; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

With ammonium chloride; In tetrahydrofuran; hexane; water; at -78 - 20 ℃; for 0.25h; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tet.2009.09.104

Reference yield: 69.0%

: 81838-85-9
tert-butyl (2E,4E)-2,4-hexadienoate

: 177944-16-0
(R)-N-(but-3-en-1-yl)-N-(α-methylbenzyl)amine

: 1202038-90-1
tert-butyl (3S,αR,E)-3-[N-(but-3′-en-1′-yl)-N-(α-methylbenzyl)amino]hex-4-enoate

Guidance literature:: (R)-N-(but-3-en-1-yl)-N-(α-methylbenzyl)amine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

tert-butyl (2E,4E)-2,4-hexadienoate; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; hexane; water; at -78 - 20 ℃; for 0.25h;
DOI:10.1021/jo501952t

Reference yield: 69.0%

: lithium (R)-N-(but-3-en-1-yl)-N-(α-methylbenzyl)amide

: 81838-85-9
tert-butyl (2E,4E)-2,4-hexadienoate

: 1202038-90-1
tert-butyl (3S,αR,E)-3-[N-(but-3′-en-1′-yl)-N-(α-methylbenzyl)amino]hex-4-enoate

Guidance literature:: lithium (R)-N-(but-3-en-1-yl)-N-(α-methylbenzyl)amide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

tert-butyl (2E,4E)-2,4-hexadienoate; In tetrahydrofuran; at -78 ℃; for 2h;
DOI:10.1021/acs.joc.7b00837