1H-Indole-3-acetic acid, a-methyl-, (R)-

Base Information

• Chemical Name: 1H-Indole-3-acetic acid, a-methyl-, (R)-
• CAS No.: 21299-80-9
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.214
• Mol file: 21299-80-9.mol

Synonyms:(R)-2-Indol-3-yl-propionsaeure;(R)-2-indol-3-yl-propionic acid;(R)-2-(1H-Indol-3-yl)-propionic acid;(2R)-(3-Indolyl)propionic acid;

Chemical Property of 1H-Indole-3-acetic acid, a-methyl-, (R)-

Chemical Property:

• PSA: 53.09000
• LogP: 2.35600

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indole-3-acetic acid, a-methyl-, (R)-

There total 6 articles about 1H-Indole-3-acetic acid, a-methyl-, (R)- 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: 27.5%

(R)-1-phenylethyl (-)-2-(3-indolyl)propionate (338744-40-4) → (2R)-(3-Indolyl)propionic acid (21299-80-9)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 80 ℃; for 6h;

DOI:10.1271/bbb.65.270

Reference yield:

2-(1H-Indol-3-yl)-propionic acid (2597-26-4) → (2R)-(3-Indolyl)propionic acid (21299-80-9)

Guidance literature:

ueber das Cinchonin-Salz nach Abtrennung des Enantiomeren mit Hilfe von Chinin;

Reference yield:

indole-3-acetic acid (87-51-4) → (2R)-(3-Indolyl)propionic acid (21299-80-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: diethyl ether

2.1: 2.73 g / benzyltriethylammonium bromide; 30 percent NaOH / CH₂Cl₂ / 1 h / 0 °C

3.1: LDA / tetrahydrofuran / 1 h / -78 °C

3.2: 90.8 percent / tetrahydrofuran / 2 h / -78 °C

4.1: 91.2 percent / KOH / methanol; H₂O / 1 h / 70 °C

5.1: DCC; DMAP / CH₂Cl₂ / 5 h / 25 °C

6.1: 27.5 percent / p-TsOH / methanol / 6 h / 80 °C

With dmap; potassium hydroxide; sodium hydroxide; benzyltriethylammonium bromide; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;

DOI:10.1271/bbb.65.270

upstream raw materials:

2-(1H-Indol-3-yl)-propionic acid

(R)-1-phenylethyl (-)-2-(3-indolyl)propionate

indole-3-acetic acid

Indole-3-acetic acid methyl ester