1-[5'-toluenesulfonyl-2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline isobutylidene aminal

Base Information

• Chemical Name: 1-[5'-toluenesulfonyl-2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline isobutylidene aminal
• CAS No.: 249587-54-0
• Molecular Formula: C₂₇H₃₀N₂O₂S
• Molecular Weight: 446.613
• Mol file: 249587-54-0.mol

Synonyms:1-[5'-toluenesulfonyl-2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline isobutylidene aminal

Chemical Property of 1-[5'-toluenesulfonyl-2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline isobutylidene aminal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[5'-toluenesulfonyl-2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline isobutylidene aminal

There total 2 articles about 1-[5'-toluenesulfonyl-2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline isobutylidene aminal 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: 85.0%

p-toluenesulfonyl fluoride (455-16-3) + 1-[5'-chloro-2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline isobutylidene aminal (249587-50-6) → 1-[2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline isobutylidene aminal (249587-52-8) + 1-[5'-toluenesulfonyl-2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline isobutylidene aminal (249587-54-0)

Guidance literature:

1-[5'-chloro-2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline isobutylidene aminal; With magnesium; ethylene dibromide; In tetrahydrofuran; for 9h; Heating;

p-toluenesulfonyl fluoride; In tetrahydrofuran;

DOI:10.1021/jo990897m

Reference yield:

(-)-1-<5-chloro-2-(methylamino)phenyl>-1,2,3,4-tetrahydroquinoline → 1-[5'-toluenesulfonyl-2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline isobutylidene aminal (249587-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 85 percent / acetic acid / methanol / 2 h / 20 °C

2.1: magnesium; 1,2-dibromoethane / tetrahydrofuran / 9 h / Heating

2.2: 85 percent / tetrahydrofuran

With magnesium; acetic acid; ethylene dibromide; In tetrahydrofuran; methanol; 1.1: Cyclization / 2.1: Grignard reaction / 2.2: Substitution;

DOI:10.1021/jo990897m

Reference yield: 90.0%

1-[5'-toluenesulfonyl-2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline isobutylidene aminal (249587-54-0) → 1-[5'-toluenesulfonyl-2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline

Guidance literature:

With hydrogenchloride; at 60 ℃; for 3h;

DOI:10.1021/jo990897m

upstream raw materials:

p-toluenesulfonyl fluoride

1-[5'-chloro-2'-(methylamino)phenyl]-1,2,3,4-tetrahydroisoquinoline isobutylidene aminal