N-{(1E)-[(2R)-2-ethyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene}-N-{(1S)-1-[(methoxy)methyl]-2-methylpropyl}-amine

Base Information

• Chemical Name: N-{(1E)-[(2R)-2-ethyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene}-N-{(1S)-1-[(methoxy)methyl]-2-methylpropyl}-amine
• CAS No.: 857900-09-5
• Molecular Formula: C₂₀H₃₀N₂O
• Molecular Weight: 314.471

Synonyms:N-{(1E)-[(2R)-2-ethyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene}-N-{(1S)-1-[(methoxy)methyl]-2-methylpropyl}-amine

Chemical Property of N-{(1E)-[(2R)-2-ethyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene}-N-{(1S)-1-[(methoxy)methyl]-2-methylpropyl}-amine

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Technology Process of N-{(1E)-[(2R)-2-ethyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene}-N-{(1S)-1-[(methoxy)methyl]-2-methylpropyl}-amine

There total 1 articles about N-{(1E)-[(2R)-2-ethyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene}-N-{(1S)-1-[(methoxy)methyl]-2-methylpropyl}-amine 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: 58.0%

(E)-N-[(2S)-1-methoxy-3-methylbutan-2-yl]-1-[(2R)-2-ethylpyridin-1(2H)-yl]-1-phenylmethanimine (386253-33-4) → N-{(1E)-[(2R)-2-ethyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene}-N-{(1S)-1-[(methoxy)methyl]-2-methylpropyl}-amine (857900-09-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetonitrile; at 20 ℃; for 2h; under 750.06 Torr;

DOI:10.1021/ol051022z

Reference yield: 71.0%

N-{(1E)-[(2R)-2-ethyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene}-N-{(1S)-1-[(methoxy)methyl]-2-methylpropyl}-amine (857900-09-5) + iodobenzene (591-50-4) → N-[(1E)-[(2R)-2-ethyl-5-phenyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene]-N-[(1S)-1-(methoxymethyl)-2-methylpropyl]amine (1071527-49-5)

Guidance literature:

N-{(1E)-[(2R)-2-ethyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene}-N-{(1S)-1-[(methoxy)methyl]-2-methylpropyl}-amine; With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; silver orthophosphate; sodium acetate; In N,N-dimethyl-formamide; Inert atmosphere;

iodobenzene; In N,N-dimethyl-formamide; at 150 ℃; for 6h; regioselective reaction;

DOI:10.1021/ol8018709

Reference yield:

N-{(1E)-[(2R)-2-ethyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene}-N-{(1S)-1-[(methoxy)methyl]-2-methylpropyl}-amine (857900-09-5) → [1-((1R,3R,6R)-3-Ethyl-7-oxa-2-aza-bicyclo[4.1.0]hept-2-yl)-1-phenyl-meth-(E)-ylidene]-((S)-1-methoxymethyl-2-methyl-propyl)-amine

Guidance literature:

With 3,3-dimethyldioxirane; In tetrahydrofuran; acetone; at -78 ℃; for 0.216667h;

DOI:10.1021/ol051022z

upstream raw materials:

(E)-N-[(2S)-1-methoxy-3-methylbutan-2-yl]-1-[(2R)-2-ethylpyridin-1(2H)-yl]-1-phenylmethanimine

Downstream raw materials:

N-[(1E)-[(2R)-2-ethyl-5-phenyl-3,4-dihydropyridin-1(2H)-yl](phenyl)methylene]-N-[(1S)-1-(methoxymethyl)-2-methylpropyl]amine

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