2495-80-9

Basic information

• Product Name: 5-hydroxy-6-methoxy-2-indolylcarboxylic acid
• Synonyms: 5-hydroxy-6-methoxy-2-indolylcarboxylic acid
• CAS NO: 2495-80-9
• Molecular Formula: C₁₀H₉NO₄
• Molecular Weight: 207.18
• Mol File: 2495-80-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 510.4°C at 760 mmHg
• Flash Point: 262.5°C
• Appearance: /
• Density: 1.514g/cm³
• Vapor Pressure: 3.06E-11mmHg at 25°C
• Refractive Index: 1.719
• CAS DataBase Reference: 5-hydroxy-6-methoxy-2-indolylcarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-hydroxy-6-methoxy-2-indolylcarboxylic acid(2495-80-9)
• EPA Substance Registry System: 5-hydroxy-6-methoxy-2-indolylcarboxylic acid(2495-80-9)

Safety Data

• Hazardous Substances Data: 2495-80-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H9NO4/c1-15-9-4-6-5(3-8(9)12)2-7(11-6)10(13)14/h2-4,11-12H,1H3,(H,13,14)

Upstream product

• 67-56-1 methanol 

Downstream Products

• 1106759-77-6 methyl (1R)-3-[(5-hydroxy-6-methoxyindol-2-yl)carbonyl]-1-chloromethyl-5-benzyloxy-1,2-dihydropyrrolo[2,3-g]indole-7-carboxylate 
• 1106759-49-2 methyl (1S)-3-[(5-hydroxy-6-methoxyindol-2-yl)carbonyl]-1-chloromethyl-5-benzyloxy-1,2-dihydropyrrolo[2,3-g]indole-7-carboxylate 
• 736138-25-3 3-[(5-hydroxy-6-methoxyindol-2-yl)carbonyl]-(1R)-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylic acid 
• 736138-13-9 3-[(5-hydroxy-6-methoxyindol-2-yl)carbonyl]-(1S)-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrolo[3,2-e]indole-7-carboxylic acid 
• 736138-24-2 methyl 3-[(5-hydroxy-6-methoxyindol-2-yl)carbonyl]-(1R)-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrole[3,2-e]indole-7-carboxylate 
• 736138-12-8 methyl 3-[(5-hydroxy-6-methoxyindol-2-yl)carbonyl]-(1S)-(chloromethyl)-5-benzyloxy-1,2-dihydro-3H-pyrrole[3,2-e]indole-7-carboxylate 

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.