N-carbobenzyloxy-(5,8-dimethoxy-3,4-dihydro-2H-isoquinolin-1-yl)acetic acid ethyl ester

Base Information

• Chemical Name: N-carbobenzyloxy-(5,8-dimethoxy-3,4-dihydro-2H-isoquinolin-1-yl)acetic acid ethyl ester
• CAS No.: 727726-91-2
• Molecular Formula: C₂₃H₂₇NO₆
• Molecular Weight: 413.47
• Mol file: 727726-91-2.mol

Synonyms:N-carbobenzyloxy-(5,8-dimethoxy-3,4-dihydro-2H-isoquinolin-1-yl)acetic acid ethyl ester

Chemical Property of N-carbobenzyloxy-(5,8-dimethoxy-3,4-dihydro-2H-isoquinolin-1-yl)acetic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-carbobenzyloxy-(5,8-dimethoxy-3,4-dihydro-2H-isoquinolin-1-yl)acetic acid ethyl ester

There total 4 articles about N-carbobenzyloxy-(5,8-dimethoxy-3,4-dihydro-2H-isoquinolin-1-yl)acetic acid ethyl ester 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%

benzyl chloroformate (501-53-1,94274-21-2) + (5,8-dimethoxy-3,4-dihydro-2H-isoquinolin-1-yl)acetic acid ethyl ester (1025802-56-5) → N-carbobenzyloxy-(5,8-dimethoxy-3,4-dihydro-2H-isoquinolin-1-yl)acetic acid ethyl ester (727726-91-2)

Guidance literature:

With triethylamine; In dichloromethane; at 25 ℃; for 3h;

DOI:10.1515/znb-2004-0415

Reference yield:

2,5-dimethoxyphenethylamine (3600-86-0) → N-carbobenzyloxy-(5,8-dimethoxy-3,4-dihydro-2H-isoquinolin-1-yl)acetic acid ethyl ester (727726-91-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 61 percent / aq. K₂CO₃ / diethyl ether / 1.5 h / 0 °C

2: 59 percent / P₄O₁₀ / toluene / 1 h / Heating

3: 98 percent / H₂; AcOH / Pd/C / ethanol / 1.17 h / 25 °C / 3075.25 Torr

4: 67 percent / Et₃N / CH₂Cl₂ / 3 h / 25 °C

With phosphorus pentoxide; hydrogen; potassium carbonate; acetic acid; triethylamine; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane; toluene; 2: Bischler-Napieralski reaction;

DOI:10.1515/znb-2004-0415

Reference yield:

N-(2-(2,5-dimethoxyphenyl)ethyl)-malonic acid ethyl ester amide (727726-89-8) → N-carbobenzyloxy-(5,8-dimethoxy-3,4-dihydro-2H-isoquinolin-1-yl)acetic acid ethyl ester (727726-91-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 59 percent / P₄O₁₀ / toluene / 1 h / Heating

2: 98 percent / H₂; AcOH / Pd/C / ethanol / 1.17 h / 25 °C / 3075.25 Torr

3: 67 percent / Et₃N / CH₂Cl₂ / 3 h / 25 °C

With phosphorus pentoxide; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; toluene; 1: Bischler-Napieralski reaction;

DOI:10.1515/znb-2004-0415

upstream raw materials:

benzyl chloroformate

(5,8-dimethoxy-3,4-dihydro-2H-isoquinolin-1-yl)acetic acid ethyl ester

2,5-dimethoxyphenethylamine

N-(2-(2,5-dimethoxyphenyl)ethyl)-malonic acid ethyl ester amide

Downstream raw materials:

N-carbobenzyloxy-(5,8-dimethoxy-3,4-dihydro-2H-isoquinolin-1-yl)acetaldehyde