(3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-benzyloxy-4-[N-benzyl-N-(α-methylbenzyl)amino]pent-1-ene

Base Information

Chemical Name:(3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-benzyloxy-4-[N-benzyl-N-(α-methylbenzyl)amino]pent-1-ene
CAS No.:1376622-79-5
Molecular Formula:C₃₄H₃₇NO₂
Molecular Weight:491.673
Hs Code.:

Synonyms:(3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-benzyloxy-4-[N-benzyl-N-(α-methylbenzyl)amino]pent-1-ene

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Chemical Property of (3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-benzyloxy-4-[N-benzyl-N-(α-methylbenzyl)amino]pent-1-ene

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Technology Process of (3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-benzyloxy-4-[N-benzyl-N-(α-methylbenzyl)amino]pent-1-ene

There total 5 articles about (3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-benzyloxy-4-[N-benzyl-N-(α-methylbenzyl)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: 25.0%

: 1376622-76-2
C₂₆H₂₉NO₂

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

: 1376622-82-0
(3S,4R,αR,Z)-1-(4'-methoxyphenyl)-3-benzyloxy-4-[N-benzyl-N-(α-methylbenzyl)amino]pent-1-ene

: 1376622-79-5
(3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-benzyloxy-4-[N-benzyl-N-(α-methylbenzyl)amino]pent-1-ene

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

C₂₆H₂₉NO₂; In tetrahydrofuran; at -78 - 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.tet.2012.03.045

Reference yield:

: 1376622-73-9
(R,R,R)-2-benzyloxy-3-[N-benzyl-N-(α-methylbenzyl)-amino]butan-1-ol

: 1376622-82-0
(3S,4R,αR,Z)-1-(4'-methoxyphenyl)-3-benzyloxy-4-[N-benzyl-N-(α-methylbenzyl)amino]pent-1-ene

: 1376622-79-5
(3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-benzyloxy-4-[N-benzyl-N-(α-methylbenzyl)amino]pent-1-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / 78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation / 1.2: Swern oxidation / 2.2: Wittig reaction;
DOI:10.1016/j.tet.2012.03.045

Reference yield:

: 161453-10-7
tert-butyl (2R,3R,αR)-3--2-hydroxybutyrate

: 1376622-82-0
(3S,4R,αR,Z)-1-(4'-methoxyphenyl)-3-benzyloxy-4-[N-benzyl-N-(α-methylbenzyl)amino]pent-1-ene

: 1376622-79-5
(3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-benzyloxy-4-[N-benzyl-N-(α-methylbenzyl)amino]pent-1-ene

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 - 20 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran / 0.5 h / 78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; mineral oil; 3.1: Swern oxidation / 3.2: Swern oxidation / 4.2: Wittig reaction;
DOI:10.1016/j.tet.2012.03.045