(2E)-3-[4-([[2-(1H-indol-3-yl)ethyl](1-methylethyl)amino]methyl)phenyl]-2-propenoic acid methyl ester

Base Information

• Chemical Name: (2E)-3-[4-([[2-(1H-indol-3-yl)ethyl](1-methylethyl)amino]methyl)phenyl]-2-propenoic acid methyl ester
• CAS No.: 619325-13-2
• Molecular Formula: C₂₄H₂₈N₂O₂
• Molecular Weight: 376.499
• Mol file: 619325-13-2.mol

Synonyms:(2E)-3-[4-([[2-(1H-indol-3-yl)ethyl](1-methylethyl)amino]methyl)phenyl]-2-propenoic acid methyl ester

Chemical Property of (2E)-3-[4-([[2-(1H-indol-3-yl)ethyl](1-methylethyl)amino]methyl)phenyl]-2-propenoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E)-3-[4-([[2-(1H-indol-3-yl)ethyl](1-methylethyl)amino]methyl)phenyl]-2-propenoic acid methyl ester

There total 3 articles about (2E)-3-[4-([[2-(1H-indol-3-yl)ethyl](1-methylethyl)amino]methyl)phenyl]-2-propenoic acid methyl ester 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: 80.0%

2-iodo-propane (75-30-9) + (2E)-3-[4-[[[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-2-propenoic acid methyl ester (404951-55-9) → (2E)-3-[4-([[2-(1H-indol-3-yl)ethyl](1-methylethyl)amino]methyl)phenyl]-2-propenoic acid methyl ester (619325-13-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 50 ℃; for 48h;

DOI:10.1021/jm030235w

Reference yield:

tryptamine (61-54-1) → (2E)-3-[4-([[2-(1H-indol-3-yl)ethyl](1-methylethyl)amino]methyl)phenyl]-2-propenoic acid methyl ester (619325-13-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / NaBH(OAc)3; AcOH / 1,2-dichloro-ethane

2: 80 percent / DIEA / acetonitrile / 48 h / 50 °C

With sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; acetonitrile;

DOI:10.1021/jm030235w

Reference yield:

methyl (2E)-3-(4-formylphenyl)acrylate (7560-50-1,71093-79-3,58045-41-3) → (2E)-3-[4-([[2-(1H-indol-3-yl)ethyl](1-methylethyl)amino]methyl)phenyl]-2-propenoic acid methyl ester (619325-13-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / NaBH(OAc)3; AcOH / 1,2-dichloro-ethane

2: 80 percent / DIEA / acetonitrile / 48 h / 50 °C

With sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; acetonitrile;

DOI:10.1021/jm030235w

upstream raw materials:

2-iodo-propane

(2E)-3-[4-[[[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-2-propenoic acid methyl ester

tryptamine

methyl (2E)-3-(4-formylphenyl)acrylate