3-(benzyloxy)-6-((7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)-2-methoxybenzyl acetate

Base Information

• Chemical Name: 3-(benzyloxy)-6-((7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)-2-methoxybenzyl acetate
• CAS No.: 1422431-41-1
• Molecular Formula: C₂₈H₂₇NO₆
• Molecular Weight: 473.525
• Mol file: 1422431-41-1.mol

Synonyms:3-(benzyloxy)-6-((7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)-2-methoxybenzyl acetate

Chemical Property of 3-(benzyloxy)-6-((7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)-2-methoxybenzyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(benzyloxy)-6-((7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)-2-methoxybenzyl acetate

There total 11 articles about 3-(benzyloxy)-6-((7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)-2-methoxybenzyl 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:

6-(2-(2-(benzo[d][1,3]dioxol-5-yl)ethylamino)-2-oxoethyl)-3-(benzyloxy)-2-methoxybenzyl acetate (1422431-34-2) → 3-(benzyloxy)-6-((7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)-2-methoxybenzyl acetate (1422431-41-1)

Guidance literature:

With trichlorophosphate; In acetonitrile; for 1h; Reflux; Inert atmosphere;

DOI:10.1016/j.bmc.2012.12.016

Reference yield:

3,4-methylenedioxyphenylethylamine (1484-85-1) → 3-(benzyloxy)-6-((7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)-2-methoxybenzyl acetate (1422431-41-1)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol / 14 h / Reflux

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

3: trichlorophosphate / acetonitrile / 1 h / Reflux; Inert atmosphere

With pyridine; trichlorophosphate; In ethanol; dichloromethane; acetonitrile; 3: |Bischler-Napieralski Reaction;

DOI:10.1016/j.bmc.2012.12.016

Reference yield:

C26H27NO6 (1429118-42-2) → 3-(benzyloxy)-6-((7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)methyl)-2-methoxybenzyl acetate (1422431-41-1)

Guidance literature:

Multi-step reaction with 2 steps

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

2: trichlorophosphate / acetonitrile / 1 h / Reflux; Inert atmosphere

With pyridine; trichlorophosphate; In dichloromethane; acetonitrile; 2: |Bischler-Napieralski Reaction;

DOI:10.1016/j.bmc.2012.12.016

upstream raw materials:

3,4-methylenedioxyphenylethylamine

C₂₆H₂₇NO₆

Methyl 4-hydroxyphenylacetate

methyl 3-bromo-4-hydroxyphenylacetate

Downstream raw materials:

14-(R)-10-benzyloxy-2,3-methylenedioxy-9-methoxytetrahyrdooxyprotoberberine

14-(S)-10-benzyloxy-2,3-methylenedioxy-9-methoxytetrahyrdooxyprotoberberine

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

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