957034-29-6

Basic information

• Product Name: 1-Boc-4-bromo-2-indoleboronic acid
• Synonyms: 1-Boc-4-bromo-2-indoleboronic acid;1-Boc-4-bromo-indole-2-boronic acid;4-Bromo-1-(tert-butoxycarbonyl)-1H-indol-2-ylboronic acid;1H-Indole-1-carboxylic acid, 2-borono-4-bromo-, 1-(1,1-dimethylethyl) ester;4-Bromoindole-2-boronicacid,N-BOCprotected98%
• CAS NO: 957034-29-6
• Molecular Formula: C₁₃H₁₅BBrNO₄
• Molecular Weight: 339.98
• Product Categories: blocks;BoronicAcids
• Mol File: 957034-29-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 488.289°C at 760 mmHg
• Flash Point: 249.108°C
• Appearance: /
• Density: 1.451g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.577
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Boc-4-bromo-2-indoleboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Boc-4-bromo-2-indoleboronic acid(957034-29-6)
• EPA Substance Registry System: 1-Boc-4-bromo-2-indoleboronic acid(957034-29-6)

Safety Data

• Hazardous Substances Data: 957034-29-6(Hazardous Substances Data)

Usage

General Description

1-Boc-4-bromo-2-indoleboronic acid is a type of organic compound known as a boronic acid used in various chemical reactions, primarily in the field of organic synthesis. The 'boc' in its name refers to the tert-butoxycarbonyl (Boc) group, which is a protective group used in organic synthesis. The compound also includes a bromo group and an indole group, both of which contribute to its reactivity and potential applications. As a boronic acid, it can be involved in Suzuki coupling, a type of palladium-catalyzed cross coupling reaction, which is a significant tool in forming carbon-carbon bonds. It is generally used as a reagent in the pharmaceutical industry for the synthesis of various drugs.

InChI:InChI=1/C13H15BBrNO4/c1-13(2,3)20-12(17)16-10-6-4-5-9(15)8(10)7-11(16)14(18)19/h4-7,18-19H,1-3H3

Upstream product

• 676448-17-2 4-bromoindole-1-carboxylic acid tert-butyl ester 

Downstream Products

• 1187841-22-0 dimethyl 2-(2-((4-bromo-1-(tert-butoxycarbonyl)-1H-indol-2-yl)methyl)benzylidene)malonate 
• 1227625-71-9 4-bromo-2-(3-fluoro-benzyl)-indole-1-carboxylic acid tert-butyl ester 
• 1227625-72-0 2-(4-acetyl-benzyl)-4-bromo-indole-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Trisoxazoline/Cu(II)-catalyzed asymmetric intramolecular Friedel-Crafts alkylation reaction of indoles

Intramolecular Friedel-Crafts alkylation reaction of indoles catalyzed by trisoxazoline/copper(II) is described. This annulation provides an easy access to polycyclic indole derivatives with up to 90% ee in up to 99% yield.