INDOLE-1,3-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 3-METHYL ESTER

Base Information

• Chemical Name: INDOLE-1,3-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 3-METHYL ESTER
• CAS No.: 338760-26-2
• Molecular Formula: C15H17 N O4
• Molecular Weight: 275.304
• Mol file: 338760-26-2.mol

Synonyms:1-(tert-Butoxycarbonyl)indole-3-carboxylicacid methyl ester; Methyl 1-(tert-butoxycarbonyl)indole-3-carboxylate

Chemical Property of INDOLE-1,3-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 3-METHYL ESTER

Chemical Property:

• PSA: 57.53000
• LogP: 3.21110
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

NLT 98% ^*data from raw suppliers

1-tert-Butyl3-methyl1H-indole-1,3-dicarboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of INDOLE-1,3-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 3-METHYL ESTER

There total 5 articles about INDOLE-1,3-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 3-METHYL ESTER 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: 98.0%

3-methoxycarbonylindole (942-24-5) + di-tert-butyl dicarbonate (24424-99-5) → methyl 1-tert-butoxycarbonyl-1H-indole-3-carboxylate (338760-26-2)

Guidance literature:

3-methoxycarbonylindole; With sodium hydride; In tetrahydrofuran; for 0.5h; Cooling in ice;

di-tert-butyl dicarbonate; In tetrahydrofuran;

Reference yield: 95.3%

methyl 3-(tert-butoxycarbonyl(2-iodophenyl)amino)acrylate → methyl 1-tert-butoxycarbonyl-1H-indole-3-carboxylate (338760-26-2)

Guidance literature:

With tetraethylammonium chloride; potassium acetate; palladium diacetate; triphenylphosphine; In acetonitrile; at 80 ℃; for 1.5h; Microwave irradiation;

DOI:10.1016/j.tet.2013.06.101

Reference yield: 74.0%

methanol (67-56-1) + 1-tert-butoxycarbonyl-3-formylindole (57476-50-3) → methyl 1-tert-butoxycarbonyl-1H-indole-3-carboxylate (338760-26-2)

Guidance literature:

methanol; 1-tert-butoxycarbonyl-3-formylindole; With tris(pentafluorophenyl)borate; for 0.25h; Green chemistry;

With tert.-butylhydroperoxide; In decane; for 30h; Green chemistry;

DOI:10.1016/j.tetlet.2015.01.033

upstream raw materials:

3-methoxycarbonylindole

di-tert-butyl dicarbonate

methyl 2-(4-methylphenoxy)-1-tert-butoxycarbonyl-1-H-indole-3-carboxylate

methanol

Refernces

• 1、 -. "FUSED THIAZOLOPYRIMIDINE DERIVATIVES AS MNKS INHIBITORS". Page/Page column 65; 66. . Retrieved 2017/06/12.
• 2、 Gross, Ulrike,Koos, Peter,O'brien, Matthew,Polyzos, Anastasios,Ley, Steven V.. "A general continuous flow method for palladium catalysed carbonylation reactions using single and multiple tube-in-tube gas-liquid microreactors". supporting information. p. 6418 - 6430. Retrieved 2016/02/18.