(R)-(+)-N-4-Methoxybenzyl-1-(4-methoxyphenyl)ethylamine

Base Information

• Chemical Name: (R)-(+)-N-4-Methoxybenzyl-1-(4-methoxyphenyl)ethylamine
• CAS No.: 281664-25-3
• Molecular Formula: C₁₇H₂₁NO₂
• Molecular Weight: 271.359
• Mol file: 281664-25-3.mol

Synonyms:(R)-(+)-N-4-Methoxybenzyl-1-(4-methoxyphenyl)ethylamine

Chemical Property of (R)-(+)-N-4-Methoxybenzyl-1-(4-methoxyphenyl)ethylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(+)-N-4-Methoxybenzyl-1-(4-methoxyphenyl)ethylamine

There total 10 articles about (R)-(+)-N-4-Methoxybenzyl-1-(4-methoxyphenyl)ethylamine 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: 99.0%

1(R)-(4-methoxyphenyl)-ethylamine (6298-96-0,22038-86-4,35600-82-9,41851-59-6) + 4-methoxy-benzaldehyde (123-11-5) → (R)-(+)-N-4-Methoxybenzyl-1-(4-methoxyphenyl)ethylamine (281664-25-3)

Guidance literature:

1(R)-(4-methoxyphenyl)-ethylamine; 4-methoxy-benzaldehyde; With 4 Angstroem MS; In methanol; at 20 ℃; for 4h;

With sodium tetrahydroborate; In methanol;

DOI:10.1016/S0040-4039(03)00570-7

Reference yield: 77.0%

1(R)-(4-methoxyphenyl)-ethylamine (6298-96-0,22038-86-4,35600-82-9,41851-59-6) + p-Methoxybenzyl bromide (2746-25-0) → (R)-(+)-N-4-Methoxybenzyl-1-(4-methoxyphenyl)ethylamine (281664-25-3)

Guidance literature:

With potassium carbonate; In various solvent(s); at 65 ℃;

DOI:10.1080/00397910008087223

Reference yield:

(4-methoxyphenyl)-N-(4’-methoxy-1-phenylethylidene)methanamine → (S)-N-(4’-methoxybenzyl)-1-4-methoxyphenylethanamine + (R)-(+)-N-4-Methoxybenzyl-1-(4-methoxyphenyl)ethylamine (281664-25-3)

Guidance literature:

With 2-neopentoxy-1,3-bis{(R)-1-(naphthalen-1-yl)ethyl}-2,3-dihydro-1H-1,3,2-diazaphosphole; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In tetrahydrofuran; at 25 ℃; for 16h; Overall yield = 87 %; Overall yield = 175 mg; Optical yield = 76 %ee; enantioselective reaction; Glovebox;

DOI:10.1002/anie.201709926

upstream raw materials:

1(R)-(4-methoxyphenyl)-ethylamine

p-Methoxybenzyl bromide

4-methoxy-benzaldehyde

4-Methoxystyrene

Downstream raw materials:

methyl (3S)-3-[(1R)-N-(4-methoxybenzyl)-1-(4-methoxyphenyl)ethylamino]-3-phenylpropanoate

4-methoxy-N-(4-methoxy-benzyl)-N-[1-(4-methoxy-phenyl)-ethyl]-benzamide

4-Methoxy-N-[(S)-1-(4-methoxy-phenyl)-ethyl]-N-[(R)-1-(4-methoxy-phenyl)-ethyl]-benzamide

Refernces

• 1、 Lundrigan, Travis,Welsh, Erin N.,Hynes, Toren,Tien, Chieh-Hung,Adams, Matt R.,Roy, Kayelani R.,Robertson, Katherine N.,Speed, Alexander W. H.. "Enantioselective Imine Reduction Catalyzed by Phosphenium Ions". supporting information. p. 14083 - 14088. Retrieved 2019/10/11.
• 2、 Adams, Matt R.,Tien, Chieh-Hung,McDonald, Robert,Speed, Alexander W. H.. "Asymmetric Imine Hydroboration Catalyzed by Chiral Diazaphospholenes". . p. 16660 - 16663. Retrieved 2017/12/13.