methyl 2-(3-(benzyl(2-bromo-4,5-dimethoxybenzyl)amino)-3-(naphthalen-1-yl)prop-1-ynyl)benzoate

Base Information

• Chemical Name: methyl 2-(3-(benzyl(2-bromo-4,5-dimethoxybenzyl)amino)-3-(naphthalen-1-yl)prop-1-ynyl)benzoate
• CAS No.: 1544263-16-2
• Molecular Formula: C₃₇H₃₂BrNO₄
• Molecular Weight: 634.569
• Mol file: 1544263-16-2.mol

Synonyms:methyl 2-(3-(benzyl(2-bromo-4,5-dimethoxybenzyl)amino)-3-(naphthalen-1-yl)prop-1-ynyl)benzoate

Chemical Property of methyl 2-(3-(benzyl(2-bromo-4,5-dimethoxybenzyl)amino)-3-(naphthalen-1-yl)prop-1-ynyl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(3-(benzyl(2-bromo-4,5-dimethoxybenzyl)amino)-3-(naphthalen-1-yl)prop-1-ynyl)benzoate

There total 1 articles about methyl 2-(3-(benzyl(2-bromo-4,5-dimethoxybenzyl)amino)-3-(naphthalen-1-yl)prop-1-ynyl)benzoate 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: 88.0%

2-ethynyl-benzoic acid methyl ester (33577-99-0) + 1-naphthaldehyde (66-77-3) + 1-bromo-2-benzylaminomethyl-4,5-dimethoxybenzene (89525-53-1) → methyl 2-(3-(benzyl(2-bromo-4,5-dimethoxybenzyl)amino)-3-(naphthalen-1-yl)prop-1-ynyl)benzoate (1544263-16-2)

Guidance literature:

With copper(l) iodide; In toluene; at 100 ℃; for 3h;

DOI:10.1039/c3ob42314j

Reference yield: 92.0%

methyl 2-(3-(benzyl(2-bromo-4,5-dimethoxybenzyl)amino)-3-(naphthalen-1-yl)prop-1-ynyl)benzoate (1544263-16-2) → (2-(3-(N-(2-bromo-4,5-dimethoxybenzyl)-N-benzylamino)-3-(naphthalen-1-yl)prop-1-ynyl)phenyl)methanol (1544262-73-8)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1039/c3ob42314j

Reference yield:

methyl 2-(3-(benzyl(2-bromo-4,5-dimethoxybenzyl)amino)-3-(naphthalen-1-yl)prop-1-ynyl)benzoate (1544263-16-2) → (E)-2-benzyl-4-(isobenzofuran-1(3H)-ylidene)-6,7-dimethoxy-3-(naphthalen-1-yl)-1,2,3,4-tetrahydroisoquinoline (1544263-30-0)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium borohydride / tetrahydrofuran / 6 h / 20 °C

2: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.5 h / 100 °C / Inert atmosphere

With lithium borohydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1039/c3ob42314j

upstream raw materials:

2-ethynyl-benzoic acid methyl ester

1-naphthaldehyde

1-bromo-2-benzylaminomethyl-4,5-dimethoxybenzene

Downstream raw materials:

(2-(3-(N-(2-bromo-4,5-dimethoxybenzyl)-N-benzylamino)-3-(naphthalen-1-yl)prop-1-ynyl)phenyl)methanol

(E)-2-benzyl-4-(isobenzofuran-1(3H)-ylidene)-6,7-dimethoxy-3-(naphthalen-1-yl)-1,2,3,4-tetrahydroisoquinoline