5-[(3,4-dimethoxyphenyl)methyl]-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline

Base Information

• Chemical Name: 5-[(3,4-dimethoxyphenyl)methyl]-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline
• CAS No.: 19918-74-2
• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.38

Synonyms:5-[(3,4-dimethoxyphenyl)methyl]-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline

Chemical Property of 5-[(3,4-dimethoxyphenyl)methyl]-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline

Chemical Property:

Purity/Quality:

99%+, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[(3,4-dimethoxyphenyl)methyl]-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline

There total 5 articles about 5-[(3,4-dimethoxyphenyl)methyl]-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline 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: 67.0%

N-(2-benzo[1,3]dioxol-5-yl-ethyl)-2-(3,4-dimethoxy-phenyl)-acetamide (20341-16-6) → 5-[(3,4-dimethoxyphenyl)methyl]-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline (19918-74-2)

Guidance literature:

N-(2-benzo[1,3]dioxol-5-yl-ethyl)-2-(3,4-dimethoxy-phenyl)-acetamide; With trichlorophosphate; In dichloromethane; Inert atmosphere;

With methanol; sodium tetrahydroborate; Inert atmosphere;

DOI:10.1016/j.bmc.2018.10.020

Reference yield: 55.0%

5-(3,4-dimethoxy-benzyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline (2221-44-5) → 5-[(3,4-dimethoxyphenyl)methyl]-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline (19918-74-2)

Guidance literature:

With sodium tetrahydroborate; for 19h; Ambient temperature;

Reference yield:

(3,4-Dimethoxyphenyl)acetic acid (93-40-3) → 5-[(3,4-dimethoxyphenyl)methyl]-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline (19918-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃ / toluene / 3.5 h / 20 - 120 °C

2: NaBH₄ / methanol / 2.5 h / 20 °C

With sodium tetrahydroborate; trichlorophosphate; In methanol; toluene; 1: Bischler-Napieralski reaction;

DOI:10.1002/hlca.200490005

upstream raw materials:

5-(3,4-dimethoxy-benzyl)-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline

(3,4-Dimethoxyphenyl)acetic acid

3,4-methylenedioxyphenylethylamine

N-(2-benzo[1,3]dioxol-5-yl-ethyl)-2-(3,4-dimethoxy-phenyl)-acetamide

Downstream raw materials:

3-[5-(3,4-Dimethoxy-benzyl)-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-yl]-propionic acid 2-{3-[5-(3,4-dimethoxy-benzyl)-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-yl]-propionyloxy}-ethyl ester; compound with oxalic acid

3-[5-(3,4-Dimethoxy-benzyl)-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-yl]-propionic acid 5-{3-[5-(3,4-dimethoxy-benzyl)-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-yl]-propionyloxy}-pentyl ester; compound with oxalic acid

C₄₈H₅₈N₂O₁₂⁽²⁺⁾*2I^(1-)

C₅₁H₆₄N₂O₁₂⁽²⁺⁾*2I^(1-)

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