methyl (2′S,αR)-2-[N(1′)-(α-methylbenzyl)-1′,2′,5′,6′-tetrahydropyridin-2′-yl]ethanoate

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Chemical Name:methyl (2′S,αR)-2-[N(1′)-(α-methylbenzyl)-1′,2′,5′,6′-tetrahydropyridin-2′-yl]ethanoate
CAS No.:1202038-94-5
Molecular Formula:C₁₆H₂₁NO₂
Molecular Weight:259.348
Hs Code.:

Synonyms:methyl (2′S,αR)-2-[N(1′)-(α-methylbenzyl)-1′,2′,5′,6′-tetrahydropyridin-2′-yl]ethanoate

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Chemical Property of methyl (2′S,αR)-2-[N(1′)-(α-methylbenzyl)-1′,2′,5′,6′-tetrahydropyridin-2′-yl]ethanoate

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Technology Process of methyl (2′S,αR)-2-[N(1′)-(α-methylbenzyl)-1′,2′,5′,6′-tetrahydropyridin-2′-yl]ethanoate

There total 5 articles about methyl (2′S,αR)-2-[N(1′)-(α-methylbenzyl)-1′,2′,5′,6′-tetrahydropyridin-2′-yl]ethanoate 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: 75.0%

: 1202038-92-3
methyl (3S,4E,αR)-3-[N-but-3'-enyl-N-(a-methylbenzyl)amino]hex-4-enoate

: 1202038-94-5
methyl (2′S,αR)-2-[N(1′)-(α-methylbenzyl)-1′,2′,5′,6′-tetrahydropyridin-2′-yl]ethanoate

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 12h; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.tet.2009.09.104

Reference yield: 75.0%

: 67-56-1
methanol

: 1202038-93-4
tert-butyl (2′S,αR)-2-[N(1′)-(α-methylbenzyl)-1′,2′,5′,6′-tetrahydropyridin-2′-yl]ethanoate

: 1202038-94-5
methyl (2′S,αR)-2-[N(1′)-(α-methylbenzyl)-1′,2′,5′,6′-tetrahydropyridin-2′-yl]ethanoate

Guidance literature:: With thionyl chloride; at 0 - 20 ℃; for 16h;
DOI:10.1021/jo501952t

Reference yield:

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

: 1202038-94-5
methyl (2′S,αR)-2-[N(1′)-(α-methylbenzyl)-1′,2′,5′,6′-tetrahydropyridin-2′-yl]ethanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

1.3: 0.25 h / -78 - 20 °C

2.1: Grubbs catalyst first generation / dichloromethane / 48 h / 40 °C

2.2: 0.08 h / 20 °C

3.1: thionyl chloride / 16 h / 0 - 20 °C

With Grubbs catalyst first generation; n-butyllithium; thionyl chloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo501952t