N-[2-[3-Methoxy-4-(phenylMethoxy)phenyl]ethyl]-4-(phenylMethoxy)benzeneacetaMide

Base Information

• Chemical Name: N-[2-[3-Methoxy-4-(phenylMethoxy)phenyl]ethyl]-4-(phenylMethoxy)benzeneacetaMide
• CAS No.: 132257-11-5
• Molecular Formula: C₃₁H₃₁NO₄
• Molecular Weight: 481.591
• Mol file: 132257-11-5.mol

Synonyms:(4-benzyloxy-phenyl)-acetic acid-(4-benzyloxy-3-methoxy-phenethylamide)

Chemical Property of N-[2-[3-Methoxy-4-(phenylMethoxy)phenyl]ethyl]-4-(phenylMethoxy)benzeneacetaMide

Chemical Property:

• Solubility.: Chloroform, Methanol, DCM

Purity/Quality:

N-[2-[3-Methoxy-4-(phenylmethoxy)phenyl]ethyl]-4-(phenylmethoxy)benzeneacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: N-[2-[3-Methoxy-4-(phenylmethoxy)phenyl]ethyl]-4-(phenylmethoxy)benzeneacetamide is an intermediate in the synthesis of Coclaurine (C633550), a benzyltetrahydroisoquinoline alkaloid extracted from Magnolia salicifolia.

Technology Process of N-[2-[3-Methoxy-4-(phenylMethoxy)phenyl]ethyl]-4-(phenylMethoxy)benzeneacetaMide

There total 8 articles about N-[2-[3-Methoxy-4-(phenylMethoxy)phenyl]ethyl]-4-(phenylMethoxy)benzeneacetaMide 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:

2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine (22231-61-4) + 2-(4-(benzyloxy)phenyl)acetyl chloride (39188-62-0) → (4-benzyloxy-phenyl)-acetic acid-(4-benzyloxy-3-methoxy-phenethylamide) (132257-11-5)

Guidance literature:

With potassium hydroxide; chloroform;

DOI:10.1007/BF02886324 DOI:10.1007/BF00900858

Reference yield:

benzyl bromide (100-39-0) → (4-benzyloxy-phenyl)-acetic acid-(4-benzyloxy-3-methoxy-phenethylamide) (132257-11-5)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

3: sodium carbonate / dichloromethane; water / 4 h / 20 °C

With oxalyl dichloride; sodium carbonate; potassium carbonate; N,N-dimethyl-formamide; In dichloromethane; water;

DOI:10.1002/asia.201403361

Reference yield:

3-methoxy-4-(phenylmethoxy)benzaldehyde (2426-87-1) → (4-benzyloxy-phenyl)-acetic acid-(4-benzyloxy-3-methoxy-phenethylamide) (132257-11-5)

Guidance literature:

Multi-step reaction with 3 steps

1: ethylenediamine diacetic acid

2: lithium aluminium tetrahydride

3: sodium carbonate / dichloromethane; water / 4 h / 20 °C

With lithium aluminium tetrahydride; sodium carbonate; ethylenediamine diacetic acid; In dichloromethane; water;

DOI:10.1002/asia.201403361

upstream raw materials:

2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine

2-(4-(benzyloxy)phenyl)acetyl chloride

(4-benzyloxy-phenyl)-acetic acid-(4-hydroxy-3-methoxy-phenethylamide)

3-methoxy-4-(phenylmethoxy)benzaldehyde

Downstream raw materials:

1-(4-benzyloxybenzyl)-7-benzyloxy-6-methoxy-3,4-dihydroisoquinoline

3,4-Dihydro-7-hydroxy-1-(4-hydroxybenzyl)-6-methoxyisoquinoline