Indole-3-acetyl-phenylalanine

Base Information

• Chemical Name: Indole-3-acetyl-phenylalanine
• CAS No.: 92519-27-2
• Molecular Formula: C19H18N2O3
• Molecular Weight: 322.35800
• DSSTox Substance ID: DTXSID101334340

Synonyms:indole-3-acetyl-phenylalanine;92519-27-2;2-[[2-(1H-indol-3-yl)acetyl]amino]-3-phenylpropanoic acid;IAA-phenylalanine;2-[2-(1H-INDOL-3-YL)ACETAMIDO]-3-PHENYLPROPANOIC ACID;2-(2-(1H-Indol-3-yl)acetamido)-3-phenylpropanoic acid;IAA-Phe;SCHEMBL1574598;N-(indole-3-acetyl)phenylalanine;CHEBI:133527;DTXSID101334340;N-(indol-3-ylacetyl)phenylalanine;AKOS005502876;N-[(1H-indol-3-yl)acetyl]phenylalanine;FT-0629183

Chemical Property of Indole-3-acetyl-phenylalanine

Chemical Property:

• PSA: 85.68000
• LogP: 3.36280
• XLogP3: 2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 322.13174244
• Heavy Atom Count: 24
• Complexity: 448

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)O)NC(=O)CC2=CNC3=CC=CC=C32

Technology Process of Indole-3-acetyl-phenylalanine

There total 2 articles about Indole-3-acetyl-phenylalanine 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: 70.0%

1-(1H-benzotriazol-1-yl)-2-(1H-indol-3-yl)ethanone (1080025-88-2) + Phenylalanine (150-30-1,25191-15-5,658-69-5,67675-33-6) → 2-(2-(1H-indol-3-yl)acetamido)-3-phenylpropanoic acid (92519-27-2,57105-50-7)

Guidance literature:

1-(1H-benzotriazol-1-yl)-2-(1H-indol-3-yl)ethanone; Phenylalanine; With triethylamine; In water; acetonitrile; at 20 ℃; for 1h;

With hydrogenchloride; In water; acetonitrile;

DOI:10.1021/jo8017796

Reference yield:

→ 2-(2-(1H-indol-3-yl)acetamido)-3-phenylpropanoic acid (92519-27-2,57105-50-7)

Guidance literature:

Indol-3-essigsaeure-p-nitrophenylester, entspr. Aminosaeure;

DOI:10.1021/jf60202a008

upstream raw materials:

1-(1H-benzotriazol-1-yl)-2-(1H-indol-3-yl)ethanone

Phenylalanine

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