2-(1H-indol-1-yl)propanoic acid

Base Information

• Chemical Name: 2-(1H-indol-1-yl)propanoic acid
• CAS No.: 105074-56-4
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70589731
• Nikkaji Number: J3.467.753K
• Mol file: 105074-56-4.mol

Synonyms:2-(1H-indol-1-yl)propanoic acid;131488-64-7;2-indol-1-ylpropanoic acid;105074-56-4;1H-Indole-1-acetic acid, alpha-methyl-, (alphaR)-;2-indol-1-yl-propionic acid;SCHEMBL526316;Indol-3-alpha-methyl-essigsaure;DTXSID70589731;2-(1H-indol-1-yl)propanoicacid;MFCD11844460;STL411928;1H-Indole-1-acetic acid, a-methyl-;AKOS000101714;AKOS022060370;2-(INDOL-1-YL)PROPANOIC ACID;AS-40590;DB-293173;CS-0118635

Chemical Property of 2-(1H-indol-1-yl)propanoic acid

Chemical Property:

• PSA: 42.23000
• LogP: 2.28690
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

(R)-ALPHA-METHYL-1H-INDOLE-1-ACETIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)N1C=CC2=CC=CC=C21

Technology Process of 2-(1H-indol-1-yl)propanoic acid

There total 2 articles about 2-(1H-indol-1-yl)propanoic acid 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: 64.0%

indole (120-72-9) + (S)-2-bromopropanoic acid (32644-15-8,10327-08-9) → (+)-(R)-α-methyl-1H-indole-1-acetic acid (105074-56-4,943654-38-4,131488-64-7)

Guidance literature:

indole; With sodium hydride; In tetrahydrofuran; mineral oil; at 22 ℃; for 1h; Inert atmosphere;

(S)-2-bromopropanoic acid; In tetrahydrofuran; mineral oil; at -10 - 50 ℃; for 3.33333h; Inert atmosphere;

DOI:10.1002/anie.201806294

Reference yield: 48.0%

(S)-2-bromopropanoic acid (32644-15-8,10327-08-9) + sodium salt of indole (16982-67-5) → (+)-(R)-α-methyl-1H-indole-1-acetic acid (105074-56-4,943654-38-4,131488-64-7)

Guidance literature:

In N,N-dimethyl-formamide; 1.) room temperature, 2 h, 2.) 50 deg C, 2 h;

Reference yield:

4-(3-methylpiperazin-1-yl)-N-(thiazol-2-yl)benzenesulfonamide + (+)-(R)-α-methyl-1H-indole-1-acetic acid (105074-56-4,943654-38-4,131488-64-7) → 4-(4-((R)-2-(1H-Indol-1-yl)propanoyl)-3-methylpiperazin-1-yl)-N-(thiazol-2-yl)benzenesulfonamide

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 25 ℃; for 2 - 6h;

upstream raw materials:

(S)-2-bromopropanoic acid

sodium salt of indole

indole

Downstream raw materials:

(2-Fluoro-phenyl)-[2-methyl-1-(1-methyl-2-morpholin-4-yl-ethyl)-1H-indol-3-yl]-methanone

(-)-(R)-(2-fluorophenyl)<1-<1-methyl-2-(4-morpholinyl)ethyl>-1H-indol-3-yl>methanone