N-(3-Indolylacetyl)-L-alanine

Base Information

• Chemical Name: N-(3-Indolylacetyl)-L-alanine
• CAS No.: 57105-39-2
• Molecular Formula: C₁₃H₁₄N₂O₃
• Molecular Weight: 246.266
• Hs Code.: 2933990090
• Mol file: 57105-39-2.mol

Synonyms:Alanine,N-indol-3-ylacetyl- (6CI); L-Alanine, N-(1H-indol-3-ylacetyl)- (9CI);Indole-3-acetylalanine; N-(3-Indolylacetyl)-L-alanine

Chemical Property of N-(3-Indolylacetyl)-L-alanine

Chemical Property:

• Vapor Pressure: 2.65E-15mmHg at 25°C
• Melting Point: 138-140 ºC
• Boiling Point: 601.2oC at 760 mmHg
• Flash Point: 317.4oC
• PSA: 82.19000
• Density: 1.33g/cm3
• LogP: 1.69060

Purity/Quality:

98%,99%, ^*data from raw suppliers

Indole-3-acetic-L-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Indole-3-acetic-L-alanine is a derivative of the phytohormone indole-3-acetic acid (I577340) used in studies for the isolation and characterization of Arabdopsis thaliana mutants.

Technology Process of N-(3-Indolylacetyl)-L-alanine

There total 3 articles about N-(3-Indolylacetyl)-L-alanine 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: 97.0%

methyl (2S)-2-[(1H-indol-3-ylacetyl)amino]propanoate → indole-3-acetyl-L-alanine (57105-39-2)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 1.5h;

DOI:10.1080/00397911.2019.1605446

Reference yield: 63.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + 1-(1H-benzotriazol-1-yl)-2-(1H-indol-3-yl)ethanone (1080025-88-2) → indole-3-acetyl-L-alanine (57105-39-2)

Guidance literature:

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

With hydrogenchloride; In water; acetonitrile;

DOI:10.1021/jo8017796

Reference yield:

indole-3-acetic acid (87-51-4) → indole-3-acetyl-L-alanine (57105-39-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; benzotriazol-1-ol / dichloromethane / 0 - 20 °C

2: sodium hydroxide / methanol / 1.5 h / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In methanol; dichloromethane;

DOI:10.1080/00397911.2019.1605446

upstream raw materials:

L-alanin

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

indole-3-acetic acid

Refernces

• 1、 Katritzky, Alan R.,Khelashvili, Levan,Munawar, Ali. "Syntheses of IAA- and IPA-amino acid conjugates". supporting information; experimental part. p. 9171 - 9173. Retrieved 2009/04/11.