143259-56-7

Basic information

• Product Name: 3-BROMOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• Synonyms: TERT-BUTYL 3-BROMO-1H-INDOLE-1-CARBOXYLATE;3-BROMOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;3-BROMOINDOLE, N-BOC PROTECTED;1-Boc-3-bromoindole;3-Bromoindole, N-BOC protected 98%;1H-Indole-1-carboxylic acid, 3-broMo-, 1,1-diMethylethyl ester;3-Bromo-1H-indole, N-BOC protected 98%;tert-Butyl 3-bromo-1H-indole-1-carboxylate, 3-Bromo-1-(tert-butoxycarbonyl)-1H-indole
• CAS NO: 143259-56-7
• Molecular Formula: C13H14BrNO2
• Molecular Weight: 296.16
• Mol File: 143259-56-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 367.855 °C at 760 mmHg
• Flash Point: 176.272 °C
• Appearance: /
• Density: 1.379 g/cm³
• Vapor Pressure: 1.33E-05mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 3-BROMOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(143259-56-7)
• EPA Substance Registry System: 3-BROMOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(143259-56-7)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 143259-56-7(Hazardous Substances Data)

Usage

General Description

3-Bromoindole-1-carboxylic acid tert-butyl ester is a chemical compound with the molecular formula C13H15BrO2. It is a derivative of indole and is commonly used in the synthesis of pharmaceuticals and agrochemicals. 3-BROMOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is a white to light yellow solid that is soluble in organic solvents. Its tert-butyl ester group provides stability and protection to the carboxylic acid functionality, making it a useful intermediate for the synthesis of more complex molecules. It is also known for its role as an important building block in the development of new drug candidates and bioactive compounds.

InChI:InChI=1/C13H14BrNO2/c1-13(2,3)17-12(16)15-8-10(14)9-6-4-5-7-11(9)15/h4-8H,1-3H3

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 120-72-9 indole 
• 1484-27-1 3-bromoindole 
• 75400-67-8 indole-1-carboxylic acid tert-butyl ester 

Downstream Products

• 1593268-06-4 tert-butyl 3-(3-(4-methoxyphenyl)(1-¹³C)prop-2-ynoyl)-1H-indole-1-carboxylate 
• 1593268-05-3 tert-butyl 3-(3-(4-methoxyphenyl)prop-2-ynoyl)-1H-indole-1-carboxylate 
• 1392144-90-9 tert-butyl 3-benzoyl-1H-indole-1-carboxylate 
• 181365-26-4 (1-(tert-butoxycarbonyl)-1H-indol-3-yl)boronic acid 
• 942070-45-3 tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate 

Relevant articles and documents

Total synthesis of asterredione

The first total synthesis of asterredione was efficiently accomplished over five linear steps and in 21.5% overall yield. As the crucial step, the 2-quaternary 1,3-cyclopentenedione skeleton of asterredione was readily achieved using the Darzens/ring-expansion strategy developed in our laboratory. The structure of synthesized asterredione was fully confirmed by X-ray crystallography.

Synthesis of 2-arylindoles by Suzuki coupling reaction of 3-bromoindoles with hindered benzoboronic acids

A new synthetic method for 2-arylindoles has been developed, the process through Suzuki coupling reaction of 3-bromoindoles with hindered boronic acid catalyzed by Pd(OAc)2/PCy3, and a series of 2-arylindoles have been synthesized in moderate to high yields.

Alpha-ethyltryptamines as dual dopamine-serotonin releasers

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