N-<2-(3-Benzyloxy-4-methoxyphenyl)-ethyl>-(3,4-dimethoxy-2-hydroxymethyl)-phenylacetamide

Base Information

• Chemical Name: N-<2-(3-Benzyloxy-4-methoxyphenyl)-ethyl>-(3,4-dimethoxy-2-hydroxymethyl)-phenylacetamide
• CAS No.: 91421-51-1
• Molecular Formula: C₂₇H₃₁NO₆
• Molecular Weight: 465.546
• Mol file: 91421-51-1.mol

Synonyms:N-<2-(3-Benzyloxy-4-methoxyphenyl)-ethyl>-(3,4-dimethoxy-2-hydroxymethyl)-phenylacetamide

Chemical Property of N-<2-(3-Benzyloxy-4-methoxyphenyl)-ethyl>-(3,4-dimethoxy-2-hydroxymethyl)-phenylacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<2-(3-Benzyloxy-4-methoxyphenyl)-ethyl>-(3,4-dimethoxy-2-hydroxymethyl)-phenylacetamide

There total 10 articles about N-<2-(3-Benzyloxy-4-methoxyphenyl)-ethyl>-(3,4-dimethoxy-2-hydroxymethyl)-phenylacetamide 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: 89.0%

7,8-dimethoxyisochroman-3-one (4697-59-0) + 3-benzyloxy-4-methoxyphenylethylamine (36455-21-7) → N-<2-(3-Benzyloxy-4-methoxyphenyl)-ethyl>-(3,4-dimethoxy-2-hydroxymethyl)-phenylacetamide (91421-51-1)

Guidance literature:

In ethanol; for 7h; Heating;

Reference yield:

3-benzyloxy-4-methoxy-β-nitrostyrene (63909-29-5,55507-05-6) → N-<2-(3-Benzyloxy-4-methoxyphenyl)-ethyl>-(3,4-dimethoxy-2-hydroxymethyl)-phenylacetamide (91421-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / Reflux

2: ethanol / 14 h / Reflux

With lithium aluminium tetrahydride; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmc.2012.12.016

Reference yield:

methyl 2-(3-bromo-4-methoxyphenyl)acetate (19626-36-9) → N-<2-(3-Benzyloxy-4-methoxyphenyl)-ethyl>-(3,4-dimethoxy-2-hydroxymethyl)-phenylacetamide (91421-51-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium hydroxide; water; copper; copper(II) oxide / 1 h / 140 °C / Inert atmosphere; Microwave irradiation

2.1: phenylboronic acid / toluene / 1 h / Reflux; Dean-Stark

2.2: 46 h / 100 °C / Molecular sieve; Sealed tube

2.3: 2 h / Reflux

3.1: potassium carbonate / acetone / 4 h / Reflux

4.1: ethanol / 14 h / Reflux

With water; copper; potassium carbonate; copper(II) oxide; potassium hydroxide; phenylboronic acid; In ethanol; acetone; toluene;

DOI:10.1016/j.bmc.2012.12.016

upstream raw materials:

7,8-dimethoxyisochroman-3-one

3-benzyloxy-4-methoxyphenylethylamine

3-benzyloxy-4-methoxy-β-nitrostyrene

Methyl 4-hydroxyphenylacetate

Downstream raw materials:

o-Benzyloxy-(+/-)-corypalmine

2,9,10-trimethoxy-berbin-3-ol

2-(benzyloxy)-6-(2-(3,4-dimethoxyphenethylamino)-2-oxoethyl)-3-methoxybenzyl acetate

6-((6-(benzyloxy)-7-methoxy-3,4-dihydroisoquinolin-1-yl)methyl)-2,3-dimethoxybenzyl acetate