methyl 6-methoxy-1H-indole-2-carboxylate

Base Information

• Chemical Name: methyl 6-methoxy-1H-indole-2-carboxylate
• CAS No.: 98081-83-5
• Molecular Formula: C11H11NO3
• Molecular Weight: 205.213
• Hs Code.: 29339980
• European Community (EC) Number: 835-604-0
• DSSTox Substance ID: DTXSID20350812
• Nikkaji Number: J707.954K
• Wikidata: Q72492609
• Mol file: 98081-83-5.mol

Synonyms:methyl 6-methoxy-1H-indole-2-carboxylate;98081-83-5;Methyl 6-methoxy-2-indolecarboxylate;6-methoxy-1H-indole-2-carboxylic acid methyl ester;methyl 6-methoxyindole-2-carboxylate;1H-Indole-2-carboxylic acid, 6-methoxy-, methyl ester;MFCD00134301;6-Methoxyindole-2-carboxylic acid methyl ester;Methyl 6-methoxy-indole-2-carboxylate;SCHEMBL216170;F2158-0618;DTXSID20350812;2-Methoxycarbonyl-6-methoxyindole;OPUUCOLVBDQWEY-UHFFFAOYSA-N;BCP30957;BBL020677;STK893367;AKOS000123977;methyl 6-methoxy-2-indole carboxylate;2-Methoxycarbonyl-6-methoxy-1H-indole;AS-5462;CS-W007821;methyl6-methoxy-1H-indole-2-carboxylate;AC-23009;BP-12482;SY031500;Methyl 6-methoxy-2-indolecarboxylate, 99%;6-methoxy-3-methyl-1H-indole-2-carboxylate;AM20060358;CS-0067142;FT-0642357;EN300-235739;M-3495;Methyl 6-(methyloxy)-1H-indole-2-carboxylate;Q-102110;Z293535816;2-Methoxycarbonyl-6-methoxyindole, 6-Methoxyindole-2-carboxylic acid methyl ester;Methyl 6-methoxy-1H-indole-2-carboxylate

Chemical Property of methyl 6-methoxy-1H-indole-2-carboxylate

Chemical Property:

• Vapor Pressure: 1.14E-05mmHg at 25°C
• Melting Point: 117-119 °C(lit.)
• Refractive Index: 1.612
• Boiling Point: 370.1 °C at 760 mmHg
• PKA: 15.20±0.30(Predicted)
• Flash Point: 177.6 °C
• PSA: 51.32000
• Density: 1.253 g/cm³
• LogP: 1.96310
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 205.07389321
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

98% ^*data from raw suppliers

Methyl 6-Methoxy-2-indolecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=C(N2)C(=O)OC
• Uses: Methyl 6-methoxy-2-indolecarboxylate is suitable for use in the production of dyes by Escherichia coli expressing naphthalene dioxygenase (NDO) and toluene dioxygenase (TDO). It is also suitable for use in the production of dyes by Escherichia coli expressing multicomponent phenol hydroxylase (mPH) from Pseudomonas sp. strains KL33 and KL28.

Technology Process of methyl 6-methoxy-1H-indole-2-carboxylate

There total 15 articles about methyl 6-methoxy-1H-indole-2-carboxylate 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-azido-3-(4-methoxyphenyl)acrylic acid methyl ester (98081-75-5) → methyl 6-methoxy-1H-indole-2-carboxylate (98081-83-5)

Guidance literature:

With tetrakis(trifluoroacetato)rhodium(II); In toluene; at 95 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1016/j.bmcl.2013.01.066

Reference yield: 99.0%

(Z)-methyl 2-[(3-methoxyphenyl)amino]-3-(dimethylamino)acrylate (1476035-28-5) → methyl 6-methoxy-1H-indole-2-carboxylate (98081-83-5)

Guidance literature:

With iodine; In neat (no solvent); at 20 ℃; for 0.1h;

DOI:10.3998/ark.5550190.p008.138

Reference yield: 98.0%

2-azido-3-(4'-methoxyphenyl)acrylic acid methyl ester (143702-29-8) → methyl 6-methoxy-1H-indole-2-carboxylate (98081-83-5)

Guidance literature:

Rh₂(O₂CC₃F₇)4; In toluene; at 40 ℃; for 16h;

DOI:10.1021/ja072219k

upstream raw materials:

2-azido-3-(4'-methoxyphenyl)acrylic acid methyl ester

methyl (E)-3-(4′-methoxy-2′-nitrophenyl)acrylate

diethylphosphonoacetic acid

sodium methylate

Downstream raw materials:

6-Methoxyindole-2-carboxylic acid

(6-methoxy-1H-indol-2-yl)methanol

6-hydroxy-1H-indole-2-carboxylic acid

1-(ethoxymethyl)-N-(2-iodobenzyl)-6-methoxy-1H-indole-2-carboxamide

Refernces

• 1、 Zhang, Jun,Torabi Kohlbouni, Saeedeh,Borhan, Babak. "Cu-Catalyzed Oxidation of C2 and C3 Alkyl-Substituted Indole via Acyl Nitroso Reagents". supporting information. p. 14 - 17. Retrieved 2019/01/08.
• 2、 Lam, Tsz Lung,Tso, Ken Chi-Hang,Cao, Bei,Yang, Chen,Chen, Daqing,Chang, Xiao-Yong,Huang, Jie-Sheng,Che, Chi-Ming. "Tripodal S-Ligand Complexes of Copper(I) as Catalysts for Alkene Aziridination, Sulfide Sulfimidation, and C-H Amination". . p. 4253 - 4257. Retrieved 2017/04/26.