6-(2-(2-(benzo[d][1,3]dioxol-5-yl)ethylamino)-2-oxoethyl)-2,3-dimethoxybenzyl acetate

Base Information

• Chemical Name: 6-(2-(2-(benzo[d][1,3]dioxol-5-yl)ethylamino)-2-oxoethyl)-2,3-dimethoxybenzyl acetate
• CAS No.: 1422431-13-7
• Molecular Formula: C₂₂H₂₅NO₇
• Molecular Weight: 415.443
• Mol file: 1422431-13-7.mol

Synonyms:6-(2-(2-(benzo[d][1,3]dioxol-5-yl)ethylamino)-2-oxoethyl)-2,3-dimethoxybenzyl acetate

Chemical Property of 6-(2-(2-(benzo[d][1,3]dioxol-5-yl)ethylamino)-2-oxoethyl)-2,3-dimethoxybenzyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(2-(2-(benzo[d][1,3]dioxol-5-yl)ethylamino)-2-oxoethyl)-2,3-dimethoxybenzyl acetate

There total 10 articles about 6-(2-(2-(benzo[d][1,3]dioxol-5-yl)ethylamino)-2-oxoethyl)-2,3-dimethoxybenzyl acetate 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: 93.0%

N-<2-(3,4-methylenedioxyphenyl)ethyl>(3,4-dimethoxy-2-hydroxymethyl)-phenylacetamide (73168-77-1) + acetyl chloride (75-36-5) → 6-(2-(2-(benzo[d][1,3]dioxol-5-yl)ethylamino)-2-oxoethyl)-2,3-dimethoxybenzyl acetate (1422431-13-7)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 1.5h;

DOI:10.1016/j.bmc.2012.12.016

Reference yield:

3,4-methylenedioxyphenylethylamine (1484-85-1) → 6-(2-(2-(benzo[d][1,3]dioxol-5-yl)ethylamino)-2-oxoethyl)-2,3-dimethoxybenzyl acetate (1422431-13-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 14 h / Reflux

2: pyridine / dichloromethane / 1.5 h / 0 - 20 °C

With pyridine; In ethanol; dichloromethane;

DOI:10.1016/j.bmc.2012.12.016

Reference yield:

Methyl 4-hydroxyphenylacetate (14199-15-6) → 6-(2-(2-(benzo[d][1,3]dioxol-5-yl)ethylamino)-2-oxoethyl)-2,3-dimethoxybenzyl acetate (1422431-13-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: acetic acid; bromine / 2 h / 20 °C

2.1: potassium carbonate / acetone / Reflux

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

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

4.2: 46 h / 100 °C / Molecular sieve; Sealed tube

4.3: 2 h / Reflux

5.1: potassium carbonate / acetone / 4 h / Reflux

6.1: ethanol / 14 h / Reflux

7.1: pyridine / dichloromethane / 1.5 h / 0 - 20 °C

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

DOI:10.1016/j.bmc.2012.12.016

upstream raw materials:

3,4-methylenedioxyphenylethylamine

Methyl 4-hydroxyphenylacetate

methyl 3-bromo-4-hydroxyphenylacetate

methyl 2-(3-bromo-4-methoxyphenyl)acetate

Downstream raw materials:

C₂₀H₂₃NO₅

C₂₂H₂₅NO₆

(S)-2,3-dimethoxy-6-((5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)benzyl acetate

(S)-(2,3-dimethoxy-6-((5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)phenyl)methanol

Refernces