75400-67-8

Basic information

• Product Name: 1-BOC-INDOLE
• Synonyms: TERT-BUTYL 1H-INDOLE-1-CARBOXYLATE;TERT-BUTYL 1-INDOLECARBOXYLATE;INDOLE, BOC PROTECTED;1-BOC-INDOLE;1-(TERT-BUTOXYCARBONYL)INDOLE;Indole, N-BOC protected;Indole, N-BOC protected 98%;N-BOC INDOLE
• CAS NO: 75400-67-8
• Molecular Formula: C₁₃H₁₅NO₂
• Molecular Weight: 217.26
• EINECS: -0
• Product Categories: blocks;IndolesOxindoles;Indole;Building Blocks;Heterocyclic Building Blocks;Indoles
• Mol File: 75400-67-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 24-26
• Boiling Point: 201 °C(lit.)
• Flash Point: 160 °F
• Appearance: /
• Density: 1.07 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000368mmHg at 25°C
• Refractive Index: n20/D 1.543(lit.)
• Storage Temp.: Keep Cold
• BRN: 4674239
• CAS DataBase Reference: 1-BOC-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BOC-INDOLE(75400-67-8)
• EPA Substance Registry System: 1-BOC-INDOLE(75400-67-8)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• WGK Germany: 3
• HazardClass: IRRITANT, KEEP COLD
• Hazardous Substances Data: 75400-67-8(Hazardous Substances Data)

Usage

Uses

Reactant for preparation of:Potent plant-growth inhibitorsCannabinoid CB2 receptor ligandsAnalogues of isomeridianin G and evaluation as GSK-3β inhibitorsInhibitor of the Yersinia pestis salicylate adenylation domain YbtECholecystokinin-2 receptor antagonistsAntileishmanial agentsReactant for:Palladium-catalyzed Suzuki-Miyaura cross coupling reactionsFriedel-Crafts alkylation reactions

InChI:InChI=1/C13H15NO2/c1-13(2,3)16-12(15)14-9-8-10-6-4-5-7-11(10)14/h4-9H,1-3H3

Upstream product

• 119-61-9 benzophenone 
• 143262-10-6 1-(tert-butoxycarbonyl)indoline 
• 100-68-5 methyl-phenyl-thioether 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 108-90-7 chlorobenzene 
• 100-52-7 benzaldehyde 
• 192189-07-4 tert-butyl 3-iodo-1H-indol-1-carboxylate 
• 5652-38-0 N-phenyl-β-alanine 
• 121494-14-2 3-((tert-butoxycarbonyl)(phenyl)amino)propanoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 187099-49-6 2-((trimethylsilyl)ethynyl)phenylaminocarboxylic acid tert-butyl ester 
• 120-72-9 indole 
• 1093942-95-0 tert-butyl benzyl(ethynyl)carbamate 

Downstream Products

• 138343-89-2 tert-butyl 2-phenyl-1H-indole-1-carboxylate 
• 1211-35-4 2-(4-chlorophenyl)-1H-indole 
• 120-72-9 indole 
• 192189-07-4 tert-butyl 3-iodo-1H-indol-1-carboxylate 
• 214610-10-3 N-boc-2-oxyindole 
• 198135-71-6 tert-butyl 3-nitro-1H-indole-1-carboxylate 
• 872983-77-2 2-chlorosulfonyl-indole-1-carboxylic acid tert-butyl ester 
• 683203-79-4 2-(4-fluoro-benzenesulfonyl)-indole-1-carboxylic acid tert-butyl ester 
• 213318-44-6 N-Boc-indole-2-boronic acid 
• 1067175-44-3 2-(dicyclohexylphosphino)-N-tert-butoxycarbonyl-1H-indole 
• 143259-56-7 3-bromoindole-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Decarboxylative Intramolecular Arene Alkylation Using N-(Acyloxy)phthalimides, an Organic Photocatalyst, and Visible Light

An intramolecular arene alkylation reaction has been developed using the organic photocatalyst 4CzIPN, visible light, and N-(acyloxy)phthalimides as radical precursors. Reaction conditions were optimized via high-throughput experimentation, and electron-rich and electron-deficient arenes and heteroarenes are viable reaction substrates. This reaction enables access to a diverse set of fused, partially saturated cores which are of high interest in synthetic and medicinal chemistry.

Synthesis of 2-(1-phenylvinyl)benzofurans and 2-(1-phenylvinyl)indoles as antimitotic agents by a tandem palladium-assisted coupling-cyclization reaction between 1-phenylvinyl iodides and ortho-substituted arylalkynes

A series of functionalized 2-(1-phenylvinyl)benzofurans 2 and 2-(1-phenylvinyl)indoles 3 were prepared from 1-phenylvinyl iodides and silylated alkynes in a one-pot reaction. After a desilylation step, the Sonogashira coupling reaction between the resulti

Potassium [1-(tert-butoxycarbonyl)-1H-indol-2-yl]trifluoroborate as an efficient building block in palladium-catalyzed Suzuki-Miyaura cross couplings

Potassium [1-(tert-butoxycarbonyl)-1H-indol-2-yl]trifluoroborate (1) was used in Suzuki-type coupling reactions. First, the best coupling conditions were assessed using bromobenzene as the electrophile. Then, 1 was successfully coupled with various aryl a