(E)-3-(4-(((2-(2-methyl-1H-indol-3-yl)ethyl)amino)methyl)phenyl)prop-2-enamide

Base Information

• Chemical Name: (E)-3-(4-(((2-(2-methyl-1H-indol-3-yl)ethyl)amino)methyl)phenyl)prop-2-enamide
• CAS No.: 960058-94-0
• Molecular Formula: C₂₁H₂₃N₃O
• Molecular Weight: 333.433
• Mol file: 960058-94-0.mol

Synonyms:(E)-3-(4-(((2-(2-methyl-1H-indol-3-yl)ethyl)amino)methyl)phenyl)prop-2-enamide

Chemical Property of (E)-3-(4-(((2-(2-methyl-1H-indol-3-yl)ethyl)amino)methyl)phenyl)prop-2-enamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-(4-(((2-(2-methyl-1H-indol-3-yl)ethyl)amino)methyl)phenyl)prop-2-enamide

There total 3 articles about (E)-3-(4-(((2-(2-methyl-1H-indol-3-yl)ethyl)amino)methyl)phenyl)prop-2-enamide 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: 65.0%

(E)-3-(4-((tert-butyloxycarbonyl-(2-(1-(tert-butyloxycarbonyl)-2-methyl-1H-indol-3-yl)ethyl)amino)methyl)phenyl)prop-2-enamide → (E)-3-(4-(((2-(2-methyl-1H-indol-3-yl)ethyl)amino)methyl)phenyl)prop-2-enamide (960058-94-0)

Guidance literature:

With chlorotriisopropylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/cmdc.202100403

Reference yield:

C30H32N4O6 → panobinostat (404950-80-7) + (E)-3-(4-(((2-(2-methyl-1H-indol-3-yl)ethyl)amino)methyl)phenyl)prop-2-enamide (960058-94-0)

Guidance literature:

With PBS buffer; for 0.25h; UV-irradiation;

DOI:10.1002/cmdc.202100403

Reference yield:

(E)-3-(4-[(tert-butyloxycarbonyl-[2-(1-[tert-butyloxycarbonyl]-2-methyl-1H-indol-3-yl)ethyl]amino)methyl]phenyl)prop-2-enoic acid → (E)-3-(4-(((2-(2-methyl-1H-indol-3-yl)ethyl)amino)methyl)phenyl)prop-2-enamide (960058-94-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine / tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere

1.2: 18 h / 20 °C / Inert atmosphere

2.1: trifluoroacetic acid; chlorotriisopropylsilane / dichloromethane / 1 h / 20 °C / Inert atmosphere

With chlorotriisopropylsilane; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1002/cmdc.202100403