1-benzyl-2-ethoxycarbonyl-3-amino-4-oxo-6,6-dimethyl-4,5,6,7-tetrahydroindole

Base Information

• Chemical Name: 1-benzyl-2-ethoxycarbonyl-3-amino-4-oxo-6,6-dimethyl-4,5,6,7-tetrahydroindole
• CAS No.: 182120-50-9
• Molecular Formula: C₂₀H₂₄N₂O₃
• Molecular Weight: 340.422
• Mol file: 182120-50-9.mol

Synonyms:

Chemical Property of 1-benzyl-2-ethoxycarbonyl-3-amino-4-oxo-6,6-dimethyl-4,5,6,7-tetrahydroindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzyl-2-ethoxycarbonyl-3-amino-4-oxo-6,6-dimethyl-4,5,6,7-tetrahydroindole

There total 3 articles about 1-benzyl-2-ethoxycarbonyl-3-amino-4-oxo-6,6-dimethyl-4,5,6,7-tetrahydroindole 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: 63.0%

2-ethoxycarbonyl-3-amino-4-oxo-6,6-dimethyl-4,5,6,7-tetrahydroindole (153201-89-9) → 1-benzyl-2-ethoxycarbonyl-3-amino-4-oxo-6,6-dimethyl-4,5,6,7-tetrahydroindole (182120-50-9)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; for 1h; stirring;

DOI:10.1007/BF02219329

Reference yield:

1-ethoxy-2-cyano-5,5-dimethylcyclohex-1-en-3-one (41732-14-3) → 1-benzyl-2-ethoxycarbonyl-3-amino-4-oxo-6,6-dimethyl-4,5,6,7-tetrahydroindole (182120-50-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / sodium acetate / acetonitrile / 4 h / boiling

2: 80 percent / C₂H₅ONa / ethanol / 2.5 h / boiling

3: 63 percent / KOH / dimethylsulfoxide / 1 h / stirring

With potassium hydroxide; sodium ethanolate; sodium acetate; In ethanol; dimethyl sulfoxide; acetonitrile; 1: amination / 2: Cyclization / 3: Alkylation;

DOI:10.1007/BF02219329

Reference yield:

1-ethoxycarbonylmethylamino-2-cyano-5,5-dimethylcyclohex-1-en-3-one (153201-88-8) → 1-benzyl-2-ethoxycarbonyl-3-amino-4-oxo-6,6-dimethyl-4,5,6,7-tetrahydroindole (182120-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / C₂H₅ONa / ethanol / 2.5 h / boiling

2: 63 percent / KOH / dimethylsulfoxide / 1 h / stirring

With potassium hydroxide; sodium ethanolate; In ethanol; dimethyl sulfoxide; 1: Cyclization / 2: Alkylation;

DOI:10.1007/BF02219329

upstream raw materials:

2-ethoxycarbonyl-3-amino-4-oxo-6,6-dimethyl-4,5,6,7-tetrahydroindole

1-ethoxy-2-cyano-5,5-dimethylcyclohex-1-en-3-one

1-ethoxycarbonylmethylamino-2-cyano-5,5-dimethylcyclohex-1-en-3-one

Downstream raw materials:

1-benzyl-2-ethoxycarbonyl-3-(N,N-dimethylaminomethylene)amino-6,6-dimethyl-4,5,6,7-tetrahydroindol-4-one

Refernces