2-[N-(p-aminophenyl)sulfonyl-(S)-alanyl]-6,7-dimethoxy-1,2,3,4-tetrahydro-1-(3,4-dimethoxyphenethyl)isoquinoline

Base Information

• Chemical Name: 2-[N-(p-aminophenyl)sulfonyl-(S)-alanyl]-6,7-dimethoxy-1,2,3,4-tetrahydro-1-(3,4-dimethoxyphenethyl)isoquinoline
• CAS No.: 399559-47-8
• Molecular Formula: C₃₀H₃₇N₃O₇S
• Molecular Weight: 583.706
• Mol file: 399559-47-8.mol

Synonyms:2-[N-(p-aminophenyl)sulfonyl-(S)-alanyl]-6,7-dimethoxy-1,2,3,4-tetrahydro-1-(3,4-dimethoxyphenethyl)isoquinoline

Chemical Property of 2-[N-(p-aminophenyl)sulfonyl-(S)-alanyl]-6,7-dimethoxy-1,2,3,4-tetrahydro-1-(3,4-dimethoxyphenethyl)isoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[N-(p-aminophenyl)sulfonyl-(S)-alanyl]-6,7-dimethoxy-1,2,3,4-tetrahydro-1-(3,4-dimethoxyphenethyl)isoquinoline

There total 6 articles about 2-[N-(p-aminophenyl)sulfonyl-(S)-alanyl]-6,7-dimethoxy-1,2,3,4-tetrahydro-1-(3,4-dimethoxyphenethyl)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:

2-[N-(p-aminophenyl)sulfonyl-(S)-alanyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-1-(3,4-dimethoxyphenacyl)isoquinoline → 2-[N-(p-aminophenyl)sulfonyl-(S)-alanyl]-6,7-dimethoxy-1,2,3,4-tetrahydro-1-(3,4-dimethoxyphenethyl)isoquinoline (399559-47-8)

Guidance literature:

With hydrogen; trifluoroacetic acid; palladium on activated charcoal; In acetic acid;

DOI:10.1055/s-1999-3160

Reference yield:

6,7-dimethoxyisoquinoline (15248-39-2) → 2-[N-(p-aminophenyl)sulfonyl-(S)-alanyl]-6,7-dimethoxy-1,2,3,4-tetrahydro-1-(3,4-dimethoxyphenethyl)isoquinoline (399559-47-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / Br₂; AlCl₃

2: CH₂Cl₂ / 1 h / -78 °C

3: 65 percent / HCO₂NH₄ / Pd/C / methanol / 6 h / 20 °C

4: 278 mg / CF₃CO₂H; H₂ / Pd/C / acetic acid / 21 h / 20 °C

With aluminium trichloride; hydrogen; bromine; ammonium formate; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; acetic acid;

DOI:10.1016/S0040-4020(01)00881-X

Reference yield:

5,8-dibromo-6,7-dimethoxyisoquinoline (244250-25-7) → 2-[N-(p-aminophenyl)sulfonyl-(S)-alanyl]-6,7-dimethoxy-1,2,3,4-tetrahydro-1-(3,4-dimethoxyphenethyl)isoquinoline (399559-47-8)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₂Cl₂ / 1 h / -78 °C

2: 65 percent / HCO₂NH₄ / Pd/C / methanol / 6 h / 20 °C

3: 278 mg / CF₃CO₂H; H₂ / Pd/C / acetic acid / 21 h / 20 °C

With hydrogen; ammonium formate; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; acetic acid;

DOI:10.1016/S0040-4020(01)00881-X

upstream raw materials:

6,7-dimethoxyisoquinoline

N-(p-nitrophenylsulfonyl)-(S)-alanine

5,8-dibromo-6,7-dimethoxyisoquinoline

N-(p-nitrophenyl)sulfonyl-L-alanyl chloride

Downstream raw materials:

(R)-1-(3',4'-dimethoxyphenethyl)-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

(R)-1-(3',4'-dimethoxyphenethyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline