933474-39-6

Basic information

• Product Name: 1-Boc-6-benzyloxyindole
• Synonyms: 6-(Benzyloxy)-1H-indole, N-BOC protected;tert-Butyl 6-(benzyloxy)-1H-indole-1-carboxylate;1-BOC-6-benzyloxyindole;tert-Butyl 6-benzyloxyindole-1-carboxylate
• CAS NO: 933474-39-6
• Molecular Formula: C₂₀H₂₁NO₃
• Molecular Weight: 323.39
• Product Categories: blocks;IndolesOxindoles
• Mol File: 933474-39-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 460.9 °C at 760 mmHg
• Flash Point: 232.5 °C
• Appearance: /
• Density: 1.1 g/cm³
• Vapor Pressure: 1.12E-08mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Boc-6-benzyloxyindole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Boc-6-benzyloxyindole(933474-39-6)
• EPA Substance Registry System: 1-Boc-6-benzyloxyindole(933474-39-6)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 933474-39-6(Hazardous Substances Data)

Usage

General Description

1-Boc-6-benzyloxyindole is a specialized chemical compound often used in research and chemical reactions. The 'boc' in its name stands for 'tert-butoxycarbonyl', which indicates it has undergone a process of Boc protection, a method used in chemistry to prevent certain reactions from occurring in a molecule. The 'benzyloxy' part suggests that the molecule includes a benzyl group, an arrangement of atoms commonly used in organic chemistry. Thus, 1-Boc-6-benzyloxyindole is a modified version of indole and plays a crucial role in many areas of chemical research.

InChI:InChI=1/C20H21NO3/c1-20(2,3)24-19(22)21-12-11-16-9-10-17(13-18(16)21)23-14-15-7-5-4-6-8-15/h4-13H,14H2,1-3H3

Upstream product

• 15903-94-3 6-benzyloxy-1H-indole 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 898746-82-2 tert-butyl 6-hydroxy-1H-indole-1-carboxylate 
• 933474-40-9 6-benzyloxy-2-(4-benzyl-piperidine-1-sulfonyl)-1H-indole 
• 957204-30-7 1-(tert-Butoxycarbonyl)-6-hydroxyindoline 

Relevant articles and documents

P300/CBP HAT INHIBITORS

Provided are compounds of Formula (I): and pharmaceutically acceptable salts and compositions thereof, which are useful for treating a variety of conditions associated with histone acetyltransferase (HAT).

Indolyne experimental and computational studies: Synthetic applications and origins of selectivities of nucleophilic additions

Efficient syntheses of 4,5-, 5,6-, and 6,7-indolyne precursors beginning from commercially available hydroxyindole derivatives are reported. The synthetic routes are versatile and allow access to indolyne precursors that remain unsubstituted on the pyrrole ring. Indolynes can be generated under mild fluoride-mediated conditions, trapped by a variety of nucleophilic reagents, and used to access a number of novel substituted indoles. Nucleophilic addition reactions to indolynes proceed with varying degrees of regioselectivity; distortion energies control regioselectivity and provide a simple model to predict the regioselectivity in the nucleophilic additions to indolynes and other unsymmetrical arynes. This model has led to the design of a substituted 4,5-indolyne that exhibits enhanced nucleophilic regioselectivity.

Selective NR1/2B N-methyl-D-aspartate receptor antagonists among indole-2-carboxamides and benzimidazole-2-carboxamides

(4-Benzylpiperidine-1-yl)-(6-hydroxy-1H-indole-2-yl)-methanone (6a) derived from (E)-1 -(4-benzylpiperidin-1-yl)-3-(4-hydroxy-phenyl)-propenone (5) was identified as a potent NR2B subunit-selective antagonist of the NMDA receptor. To establish the structu