(+/-)-2-(1-benzyl-3-piperidyl)-6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydtoisoquinoline

Base Information

• Chemical Name: (+/-)-2-(1-benzyl-3-piperidyl)-6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydtoisoquinoline
• CAS No.: 204979-29-3
• Molecular Formula: C₂₃H₂₈N₂O₃
• Molecular Weight: 380.487
• Mol file: 204979-29-3.mol

Synonyms:(+/-)-2-(1-benzyl-3-piperidyl)-6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydtoisoquinoline

Chemical Property of (+/-)-2-(1-benzyl-3-piperidyl)-6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydtoisoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-2-(1-benzyl-3-piperidyl)-6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydtoisoquinoline

There total 6 articles about (+/-)-2-(1-benzyl-3-piperidyl)-6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydtoisoquinoline 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: 53.0%

trifluoromethylsulfonic anhydride (358-23-6) + methyl (+/-)-N-(1-benzyl-3-piperidyl)-N'-(3,4-dimethoxyphenethyl)carbamate (204979-28-2) → (+/-)-2-(1-benzyl-3-piperidyl)-6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydtoisoquinoline (204979-29-3) + (+/-)-6,7-dimethoxy-1-oxo-2-[1-(trifluoromethanesulfonyl)-3-piperidyl]-1,2,3,4-tetrahydroisoquinoline

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1081/SCC-100000530

Reference yield:

1-benzyl-3-[(3,4-dimethoxyphenethyl)amino]piperidine (204979-27-1) → (+/-)-2-(1-benzyl-3-piperidyl)-6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydtoisoquinoline (204979-29-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / Et₃N / tetrahydrofuran / 1 h / 0 °C

2: 53 percent / 4-(dimethylamino)pyridine; trifluoromethanesulfonic anhydride / CH₂Cl₂ / 72 h / 20 °C

With dmap; trifluoromethanesulfonic acid anhydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm0301742

Reference yield:

2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) → (+/-)-2-(1-benzyl-3-piperidyl)-6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydtoisoquinoline (204979-29-3)

Guidance literature:

Multi-step reaction with 3 steps

1: AcOH; NaBH(OAc)3 / tetrahydrofuran / 1 h / 20 °C

2: 88 percent / Et₃N / tetrahydrofuran / 1 h / 0 °C

3: 53 percent / 4-(dimethylamino)pyridine; trifluoromethanesulfonic anhydride / CH₂Cl₂ / 72 h / 20 °C

With dmap; sodium tris(acetoxy)borohydride; acetic acid; trifluoromethanesulfonic acid anhydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm0301742

upstream raw materials:

trifluoromethylsulfonic anhydride

methyl (+/-)-N-(1-benzyl-3-piperidyl)-N'-(3,4-dimethoxyphenethyl)carbamate

2-(3,4-dimethoxyphenyl)-ethylamine

1-benzyl-3-[(3,4-dimethoxyphenethyl)amino]piperidine