METHYL 2-(6-METHOXY-1H-INDOL-3-YL)-2-OXOACETATE

Base Information

• Chemical Name: METHYL 2-(6-METHOXY-1H-INDOL-3-YL)-2-OXOACETATE
• CAS No.: 408354-40-5
• Molecular Formula: C12H11 N O4
• Molecular Weight: 233.224
• Mol file: 408354-40-5.mol

Synonyms:METHYL 2-(6-METHOXY-1H-INDOL-3-YL)-2-OXOACETATE

Chemical Property of METHYL 2-(6-METHOXY-1H-INDOL-3-YL)-2-OXOACETATE

Chemical Property:

• PSA: 68.39000
• LogP: 1.53220

Purity/Quality:

98%min ^*data from raw suppliers

METHYL-2-(6-METHOXY-1H-INDOL-3-YL)-2-OXOACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 2-(6-METHOXY-1H-INDOL-3-YL)-2-OXOACETATE

There total 5 articles about METHYL 2-(6-METHOXY-1H-INDOL-3-YL)-2-OXOACETATE 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:

methanol (67-56-1) + (6-methoxy-1H-indol-3-yl)(oxo)acetyl chloride (68104-22-3) → 6-methoxy-1-methyl-α-oxo-1H-indole-3-acetic acid methyl ester (408354-40-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1016/j.phytochem.2007.04.030

Reference yield:

monomethyl oxalyl chloride (5781-53-3) + 6-methoxylindole (3189-13-7) → 6-methoxy-1-methyl-α-oxo-1H-indole-3-acetic acid methyl ester (408354-40-5)

Guidance literature:

6-methoxylindole; With diethylaluminium chloride; In hexane; dichloromethane; at 0 ℃; for 0.5h;

monomethyl oxalyl chloride; In hexane; dichloromethane; at 0 ℃; for 3h;

DOI:10.1039/c8ob00642c

Reference yield:

6-methoxylindole (3189-13-7) → 6-methoxy-1-methyl-α-oxo-1H-indole-3-acetic acid methyl ester (408354-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / 0 °C

2: triethylamine / tetrahydrofuran / 4 h / 20 °C

With triethylamine; In tetrahydrofuran;

DOI:10.1016/j.phytochem.2007.04.030

upstream raw materials:

(6-methoxy-1H-indol-3-yl)(oxo)acetyl chloride

sodium methylate

methanol

5-methoxylindole

Downstream raw materials:

6-methoxy-1H-indole-3-acetic acid methyl ester

2-(6-methoxy-1H-indol-3-yl)ethan-1-ol

2-(6-methoxy-1H-indol-3-yl)acetic acid

C₂₄H₂₈O₄N₂

Refernces

• 1、 Han, Long,Liu, Chuan,Zhang, Wei,Shi, Xiao-Xin,You, Shu-Li. "Dearomatization of tryptophols via a vanadium-catalyzed asymmetric epoxidation and ring-opening cascade". supporting information. p. 1231 - 1233. Retrieved 2014/02/14.
• 2、 Kaniwa, Kouken,Arai, Midori A.,Li, Xiaofan,Ishibashi, Masami. "Synthesis, determination of stereochemistry, and evaluation of new bisindole alkaloids from the myxomycete Arcyria ferruginea: An approach for Wnt signal inhibitor". . p. 4254 - 4257. Retrieved 2008/02/13.