2-[4-(benzyloxy)-3-methoxyphenyl]-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]acetamide

Base Information

• Chemical Name: 2-[4-(benzyloxy)-3-methoxyphenyl]-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]acetamide
• CAS No.: 60917-45-5
• Molecular Formula: C₂₅H₂₇NO₅
• Molecular Weight: 421.493
• Mol file: 60917-45-5.mol

Synonyms:2-[4-(benzyloxy)-3-methoxyphenyl]-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]acetamide

Chemical Property of 2-[4-(benzyloxy)-3-methoxyphenyl]-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[4-(benzyloxy)-3-methoxyphenyl]-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]acetamide

There total 5 articles about 2-[4-(benzyloxy)-3-methoxyphenyl]-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]acetamide 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: 96.0%

4-benzyloxy-3-methoxyphenylacetic acid (29973-91-9) + 3-Methoxytyramine hydrochloride (1477-68-5) → 2-[4-(benzyloxy)-3-methoxyphenyl]-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]acetamide (60917-45-5)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acschemneuro.7b00402

Reference yield:

benzyl bromide (100-39-0) → 2-[4-(benzyloxy)-3-methoxyphenyl]-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]acetamide (60917-45-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium / methanol / Inert atmosphere; Reflux

2: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With sodium; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/acschemneuro.7b00402

Reference yield:

homoisovanillic acid (1131-94-8) → 2-[4-(benzyloxy)-3-methoxyphenyl]-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]acetamide (60917-45-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium / methanol / Inert atmosphere; Reflux

2: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With sodium; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/acschemneuro.7b00402

upstream raw materials:

3-Methoxytyramine

benzyl bromide

homoisovanillic acid

4-benzyloxy-3-methoxyphenylacetic acid

Downstream raw materials:

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