(S)-Amino-(1-methyl-1H-indol-3-yl)-acetic acid

Base Information

• Chemical Name: (S)-Amino-(1-methyl-1H-indol-3-yl)-acetic acid
• CAS No.: 623582-99-0
• Molecular Formula: C₁₁H₁₂N₂O₂
• Molecular Weight: 204.228
• DSSTox Substance ID: DTXSID40363560
• Mol file: 623582-99-0.mol

Synonyms:623582-99-0;(S)-Amino-(1-methyl-1H-indol-3-yl)-acetic acid;(2S)-2-amino-2-(1-methylindol-3-yl)acetic acid;(S)-2-Amino-2-(1-methyl-1H-indol-3-yl)acetic acid;DTXSID40363560;(S)-2-Amino-2-(1-methyl-1H-indol-3-yl)aceticacid;(2S)-2-amino-2-(1-methyl-1H-indol-3-yl)acetic acid;(S)-AMINO-(1-METHYL-1H-INDOL-3-YL)-ACETICACID

Chemical Property of (S)-Amino-(1-methyl-1H-indol-3-yl)-acetic acid

Chemical Property:

• Vapor Pressure: 1.13E-07mmHg at 25°C
• Refractive Index: 1.641
• Boiling Point: 416.2°C at 760 mmHg
• Flash Point: 205.5°C
• PSA: 68.25000
• Density: 1.32g/cm³
• LogP: 1.96300
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.089877630
• Heavy Atom Count: 15
• Complexity: 257

Purity/Quality:

98%Min ^*data from raw suppliers

(aS)-a-amino-1-methyl-1H-Indole-3-aceticacid 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C2=CC=CC=C21)C(C(=O)O)N
• Isomeric SMILES: CN1C=C(C2=CC=CC=C21)[C@@H](C(=O)O)N

Technology Process of (S)-Amino-(1-methyl-1H-indol-3-yl)-acetic acid

There total 5 articles about (S)-Amino-(1-methyl-1H-indol-3-yl)-acetic 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: 99.0%

2-(1-Methyl-1H-indol-3-yl)-2-oxoacetic acid (51584-18-0) → amino(1-methyl-1H-indol-3-yl)acetic acid (1000058-38-7,623582-99-0)

Guidance literature:

With [pentamethylcyclopentadienyl*Ir(N-phenyl-2-pyridinecarboxamidate)Cl]; ammonium formate; In methanol; at 37 ℃; for 6h; chemoselective reaction;

DOI:10.1016/j.tetlet.2020.152196

Reference yield: 82.0%

(3S,5S,6R)-3-(1-Methyl-1H-indol-3-yl)-5,6-diphenyl-morpholin-2-one → amino-(1-methyl-1H-indol-3-yl)-acetic acid (623582-99-0)

Guidance literature:

With hydrogen; trifluoroacetic acid; palladium dihydroxide; In methanol; for 5h; under 760 Torr;

DOI:10.1055/s-2003-39905

Reference yield: 75.0%

1-methylindole (603-76-9) + 2-amino-2-hydroxyacetic acid (4746-62-7) → amino(1-methyl-1H-indol-3-yl)acetic acid (1000058-38-7,623582-99-0)

Guidance literature:

With chloro-trimethyl-silane; hafnium(IV) trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1055/s-2007-991060

upstream raw materials:

1-methylindole

2-amino-2-hydroxyacetic acid

2-(1-Methyl-1H-indol-3-yl)-2-oxoacetic acid

Refernces

• 1、 Nguyen, Dat P.,Sladek, Rudolph N.,Do, Loi H.. "Scope and limitations of reductive amination catalyzed by half-sandwich iridium complexes under mild reaction conditions". . . Retrieved 2020/07/15.