(3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-O-methoxymethyl-4-[N-methyl-N-(α-methyl-4''-methoxybenzyl)amino]pent-1-ene

Base Information

Chemical Name:(3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-O-methoxymethyl-4-[N-methyl-N-(α-methyl-4''-methoxybenzyl)amino]pent-1-ene
CAS No.:1346555-94-9
Molecular Formula:C₂₄H₃₃NO₄
Molecular Weight:399.53
Hs Code.:

Synonyms:(3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-O-methoxymethyl-4-[N-methyl-N-(α-methyl-4''-methoxybenzyl)amino]pent-1-ene

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Chemical Property of (3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-O-methoxymethyl-4-[N-methyl-N-(α-methyl-4''-methoxybenzyl)amino]pent-1-ene

Chemical Property:

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Technology Process of (3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-O-methoxymethyl-4-[N-methyl-N-(α-methyl-4''-methoxybenzyl)amino]pent-1-ene

There total 5 articles about (3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-O-methoxymethyl-4-[N-methyl-N-(α-methyl-4''-methoxybenzyl)amino]pent-1-ene 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: 57.0%

: 1346555-93-8
C₁₆H₂₅NO₄

: 3462-97-3
(4-methoxybenzyl)triphenylphosphonium bromide

: 1346555-95-0
(3S,4R,αR,Z)-1-(4'-methoxyphenyl)-3-O-methoxymethyl-4-[N-methyl-N-(α-methyl-4''-methoxybenzyl)amino]pent-1-ene

: 1346555-94-9
(3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-O-methoxymethyl-4-[N-methyl-N-(α-methyl-4''-methoxybenzyl)amino]pent-1-ene

Guidance literature:: (4-methoxybenzyl)triphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

C₁₆H₂₅NO₄; In tetrahydrofuran; hexane; at -78 - 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.tet.2012.03.045

Reference yield:

: 1346555-91-6
tert-butyl (R,R,R)-2-hydroxy-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate

: 1346555-94-9
(3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-O-methoxymethyl-4-[N-methyl-N-(α-methyl-4''-methoxybenzyl)amino]pent-1-ene

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

1.2: 12 h / 20 °C

2.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -78 °C

3.1: n-butyllithium / tetrahydrofuran / 12.5 h / -78 - 20 °C

With n-butyllithium; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3.1: Wittig olefination;
DOI:10.1016/j.tetlet.2011.09.114

Reference yield:

: lithium (R)-N-methyl-N-(R-methyl-p-methoxybenzyl)-amide

: 1346555-94-9
(3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-O-methoxymethyl-4-[N-methyl-N-(α-methyl-4''-methoxybenzyl)amino]pent-1-ene

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 2 h / -78 °C

1.2: 12 h / -78 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

2.2: 12 h / 20 °C

3.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -78 °C

4.1: n-butyllithium / tetrahydrofuran / 12.5 h / -78 - 20 °C

With n-butyllithium; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 4.1: Wittig olefination;
DOI:10.1016/j.tetlet.2011.09.114