methyl 5,6,7-trimethoxy-1H-indole-2-carboxylate

Base Information

• Chemical Name: methyl 5,6,7-trimethoxy-1H-indole-2-carboxylate
• CAS No.: 118292-37-8
• Molecular Formula: C13H15NO5
• Molecular Weight: 265.266
• DSSTox Substance ID: DTXSID70403448
• Nikkaji Number: J1.998.104E
• Wikidata: Q82207132
• Mol file: 118292-37-8.mol

Synonyms:methyl 5,6,7-trimethoxy-1H-indole-2-carboxylate;118292-37-8;methyl 5,6,7-trimethoxyindole-2-carboxylate;SCHEMBL2908238;5,6,7-Trimethoxy-1H-indole-2-carboxylic acid methyl ester;DTXSID70403448;ZSXHVDGSRITZMF-UHFFFAOYSA-N;MFCD04122690;AKOS000123966;CS-0287649;methyl5,6,7-trimethoxy-1H-indole-2-carboxylate;Z363993028

Chemical Property of methyl 5,6,7-trimethoxy-1H-indole-2-carboxylate

Chemical Property:

• PSA: 69.78000
• LogP: 1.98030
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 265.09502258
• Heavy Atom Count: 19
• Complexity: 324

Purity/Quality:

97% ^*data from raw suppliers

Methyl5,6,7-Trimethoxy-1H-indole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C2C(=C1)C=C(N2)C(=O)OC)OC)OC

Technology Process of methyl 5,6,7-trimethoxy-1H-indole-2-carboxylate

There total 15 articles about methyl 5,6,7-trimethoxy-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%

1-benzyloxycarbonyl-5,6,7-trimethoxy-1H-indole-2-carboxylic acid methyl ester (556038-54-1) → 5,6,7-trimethoxy-1H-indole-2-carboxylic acid methyl ester (118292-37-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; at 23 ℃; for 3h;

DOI:10.1021/ja035303i

Reference yield: 94.0%

methyl 2-azido-3-(3',4',5'-trimethoxyphenyl)-propenoate (128781-06-6) → 5,6,7-trimethoxy-1H-indole-2-carboxylic acid methyl ester (118292-37-8)

Guidance literature:

In xylene; for 1h; Heating;

DOI:10.1016/S0040-4039(00)97151-X

Reference yield: 94.0%

methyl (Z)-2-azido-3-(3,4,5-trimethoxyphenyl)acrylate (157485-07-9) → 5,6,7-trimethoxy-1H-indole-2-carboxylic acid methyl ester (118292-37-8)

Guidance literature:

In xylene; for 1h; Heating;

DOI:10.1016/S0040-4020(01)86993-3

upstream raw materials:

methyl 2-azido-3-(3',4',5'-trimethoxyphenyl)-propenoate

methyl (Z)-2-azido-3-(3,4,5-trimethoxyphenyl)acrylate

diazomethane

duocarmycin D

Downstream raw materials:

duocarmycin A

(+)-duocarmycin SA

(2R,8S)-4-benzyloxy-8-hydroxymethyl-2-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-1,2,3,6,7,8-hexahydro-3,6-diaza-as-indacene-2,3-dicarboxylic acid 3-benzyl ester 2-methyl ester

(2R,8S)-4-benzyloxy-8-methanesulfonyloxymethyl-2-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-1,2,3,6,7,8-hexahydro-3,6-diaza-as-indacene-2,3-dicarboxylic acid 3-benzyl ester 2-methyl ester

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