1912-35-2

Basic information

• Product Name: Methyl 2-(2-bromo-1H-indol-3-yl)acetate
• Synonyms: (2-Bromo-1H-indol-3-yl)-aceticacidmethylester;METHYL 2-(2-BROMO-1H-INDOL-3-YL)ACETATE
• CAS NO: 1912-35-2
• Molecular Formula: C₁₁H₁₀BrNO₂
• Molecular Weight: 268.11
• Mol File: 1912-35-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 394.1 °C at 760 mmHg
• Flash Point: 192.2 °C
• Appearance: /
• Density: 1.569 g/cm³
• Refractive Index: 1.648
• CAS DataBase Reference: Methyl 2-(2-bromo-1H-indol-3-yl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-(2-bromo-1H-indol-3-yl)acetate(1912-35-2)
• EPA Substance Registry System: Methyl 2-(2-bromo-1H-indol-3-yl)acetate(1912-35-2)

Safety Data

• Hazardous Substances Data: 1912-35-2(Hazardous Substances Data)

Usage

General Description

Methyl 2-(2-bromo-1H-indol-3-yl)acetate is a chemical compound with the molecular formula C11H10BrNO2. It is a derivative of indole, a heterocyclic organic compound. Methyl 2-(2-bromo-1H-indol-3-yl)acetate is commonly used in the synthesis of pharmaceutical and agrochemical products due to its potential biological activities. It is also utilized as an intermediate in the production of various organic compounds, including those used in the manufacture of dyes and fragrances. Methyl 2-(2-bromo-1H-indol-3-yl)acetate may also be used in academic research for the study of indole derivatives and their potential applications in medicinal chemistry.

InChI:InChI=1/C11H10BrNO2/c1-15-10(14)6-8-7-4-2-3-5-9(7)13-11(8)12/h2-5,13H,6H2,1H3

Upstream product

• 1912-33-0 Indole-3-acetic acid methyl ester 
• 87-51-4 indole-3-acetic acid 
• 771-51-7 indole-3-acetonitrile 

Downstream Products

• 1374335-75-7 C₂₆H₂₉BrN₂O₅ 
• 142273-18-5 paullone 
• 924627-44-1 [2-(2-aminophenyl)-1H-indol-3-yl]acetic acid methyl ester 
• 1609008-20-9 C₁₇H₁₄BrNO₄S 
• 1609008-21-0 C₂₂H₂₃NO₅S 
• 1609008-22-1 C₂₂H₂₁NO₄S 

Relevant articles and documents

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Efficient Synthesis of the Peptide Fragment of the Natural Depsipeptides Jaspamide and Chondramide

A new method for the synthesis of the tripeptide part of the jaspamide and chondramide alkaloids using a Ugi reaction was developed. The reported approach is considerably shorter than all literature syntheses of the peptide parts of these natural products. A family of peptides with different substituents at the 2-position of the indole moiety was prepared to open up access to analogues of these natural products.

Biomimetic total syntheses of borreverine and flinderole alkaloids

Dimeric indole alkaloids represent a structurally unique class of natural products having interesting biological activities. Recently, we reported the first total synthesis of flinderoles B and C, structurally unique and potent antimalarial natural products. Central to the design of the approach and by virtue of a one-pot, acid-catalyzed dimerization reaction, the route also provided total synthesis of the borreverine class of natural products. This full account details the progress of efforts that culminated in the protecting-group-free, six-step total synthesis of all of the flindersia alkaloids: dimethylisoborreverine, isoborreverine, flinderoles A-C, and their analogues. A biomimetic approach featuring a scalable and catalytic formal [3 + 2] cycloaddition and Diels-Alder reaction is outlined in detail. On the basis of the experimental observations, a detailed mechanism has been proposed for the dimerization of tertiary alcohol 28.