4966-40-9

Basic information

• Product Name: 5,6-bis(benzyloxy)-1H-indole-2-carboxylic acid
• CAS NO: 4966-40-9
• Molecular Formula: C₂₃H₁₉NO₄
• Molecular Weight: 373.4013
• Mol File: 4966-40-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 622.2°C at 760 mmHg
• Flash Point: 330.1°C
• Density: 1.315g/cm³
• Vapor Pressure: 2.42E-16mmHg at 25°C
• Refractive Index: 1.684
• CAS DataBase Reference: 5,6-bis(benzyloxy)-1H-indole-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-bis(benzyloxy)-1H-indole-2-carboxylic acid(4966-40-9)
• EPA Substance Registry System: 5,6-bis(benzyloxy)-1H-indole-2-carboxylic acid(4966-40-9)

Safety Data

• Hazardous Substances Data: 4966-40-9(Hazardous Substances Data)

Usage

Description

5,6-bis(benzyloxy)-1H-indole-2-carboxylic acid is a chemical compound with the molecular formula C26H21NO4, derived from indole-2-carboxylic acid. It is a white to off-white crystalline powder with a molecular weight of 419.45 g/mol. 5,6-bis(benzyloxy)-1H-indole-2-carboxylic acid is primarily used in organic synthesis as a building block for the preparation of biologically active compounds due to its benzyl-protected structure, making it a versatile starting material for the creation of new drugs and other complex organic molecules. Its unique chemical properties also make it a valuable tool for researchers in the field of drug discovery and development.

Uses

Used in Pharmaceutical Industry:
5,6-bis(benzyloxy)-1H-indole-2-carboxylic acid is used as a building block for the synthesis of various pharmaceuticals and natural products. Its benzyl-protected structure allows for the development of new drugs with improved properties and therapeutic effects.
Used in Organic Synthesis:
5,6-bis(benzyloxy)-1H-indole-2-carboxylic acid is used as a versatile starting material in organic synthesis for the preparation of biologically active compounds. Its unique chemical properties enable the creation of complex organic molecules with potential applications in various fields.
Used in Drug Discovery and Development:
5,6-bis(benzyloxy)-1H-indole-2-carboxylic acid is used as a valuable tool for researchers in the field of drug discovery and development. Its unique chemical properties and benzyl-protected structure make it suitable for the exploration of new drug candidates and the optimization of existing ones.

Upstream product

• 95704-83-9 methyl 5,6‐dibenzyloxyindole‐2‐carboxylate 
• 100-39-0 benzyl bromide 

Downstream Products

• 4790-19-6 5,6-dibenzyloxyindole 

Relevant articles and documents

A Bioinspired Synthesis of Polyfunctional Indoles

Polyfunctional indoles bearing substituents at C5 and C6 are prevalent in natural products, pharmaceuticals, agrochemicals, and materials. Owing to the remoteness of the C5 and C6 positions, indoles of this family can be difficult to prepare, and often require multistep syntheses. Herein, we describe a concise process that converts simple derivatives of tyrosine into 5,6-difunctionalized indoles by direct oxidation of C?H, N?H, and O?H bonds. Our work draws inspiration from the biosynthetic polymerization of tyrosine to make melanin pigments, but makes an important departure to provide well-defined indole heterocycles.