279256-09-6

Basic information

• Product Name: N-BOC-1H-INDOLE-5-CARBALDEHYDE
• Synonyms: Indole-1-carboxylic acid, 5-forMyl-, 1,1-diMethylethyl ester;1H-Indole-1-carboxylic acid, 5-forMyl-, 1,1-diMethylethyl ester
• CAS NO: 279256-09-6
• Molecular Formula: C₁₄H₁₅NO₃
• Molecular Weight: 245.28
• Mol File: 279256-09-6.mol
• Article Data: 16

Chemical Properties

• Melting Point: 58-60 °C
• Boiling Point: 380.0±34.0 °C(Predicted)
• Appearance: /
• Density: 1.13±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-BOC-1H-INDOLE-5-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BOC-1H-INDOLE-5-CARBALDEHYDE(279256-09-6)
• EPA Substance Registry System: N-BOC-1H-INDOLE-5-CARBALDEHYDE(279256-09-6)

Safety Data

• Hazardous Substances Data: 279256-09-6(Hazardous Substances Data)

Usage

General Description

N-BOC-1H-INDOLE-5-CARBALDEHYDE is a chemical compound with a molecular formula C18H17NO3. It is a derivative of 1H-indole-5-carbaldehyde, with a N-BOC (t-butoxycarbonyl) group attached to the nitrogen atom. N-BOC-1H-INDOLE-5-CARBALDEHYDE is commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals, agrochemicals, and materials. It is also utilized in the formation of heterocyclic compounds and as a key intermediate in the synthesis of other complex molecules. N-BOC-1H-INDOLE-5-CARBALDEHYDE has potential applications in the pharmaceutical and chemical industries and is of interest to researchers in the field of organic chemistry.

Upstream product

• 1196-69-6 1H-indole-5-carboxaldehyde 
• 24424-99-5 di-tert-butyl dicarbonate 
• 10075-50-0 5-bromo-1H-indole 
• 298-12-4 Glyoxilic acid 
• 317830-84-5 (1-(tert-butoxycarbonyl)-1H-indol-5-yl)boronic acid 
• 20461-86-3 2,2-diethoxy acetic acid 
• 182344-70-3 5-bromo-indole-1-carboxylic acid tert-butyl ester 
• 279255-90-2 tert-butyl 5-(hydroxymethyl)-1H-indole-1-carboxylate 
• 15861-24-2 1H-indole-5-carbonitrile 
• 475102-10-4 1-(tert-butoxycarbonyl)-1H-indole-5-carbonitrile 

Downstream Products

• 279255-90-2 tert-butyl 5-(hydroxymethyl)-1H-indole-1-carboxylate 
• 879887-21-5 2R-(1-t-butyloxycarbonylindol-5-ylmethylamino)-4-methyl-pentanamide 
• 879887-65-7 2R-bis-(1-t-butyloxycarbonylindol-5-ylmethyl)amino-4-methylpentanamide 
• 1195953-05-9 C₂₆H₂₉F₂N₅O₃ 
• 1195952-98-7 1-{[(1-tert-butoxycarbonylindol-5-yl)methyl]amino}-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 
• 1195952-96-5 C₂₅H₂₇Cl₂N₅O₃ 
• 1622430-29-8 1-(1H-indol-5-yl)-4-phenylbutane-1,4-dione 
• 1187196-61-7 tert-butyl 5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-isoxazol-3-yl]-2,3-dihydro-1H-indol-1-carboxylate 
• 1118651-99-2 5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl]-N-ethyl-2,3-dihydro-1H-indol-1-carboxamide 
• 1118649-53-8 5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl]-2,3-dihydro-1H-indole 
• 879887-32-8 tert-butyl 5-formyl-2,3-dihydro-1H-indol-1-carboxylate 

Relevant articles and documents

Enantioselective, Catalytic Multicomponent Synthesis of Homoallylic Amines Enabled by Hydrogen-Bonding and Dispersive Interactions

We report a one-step catalytic, enantioselective method for the preparation of homoallylic N-Boc amines directly from acetals. Reactive iminium ion intermediates are generated in situ through the combination of an acetal, a chiral thiourea catalyst, trialkylsilyl triflate, and N-Boc carbamate and are subsequently trapped by a variety of allylsilane nucleophiles. No homoallylic ether byproducts are detected, consistent with allylation of the iminium intermediate being highly favored over allylation of the intermediate oxocarbenium ion. Acetals derived from aromatic aldehydes possessing a variety of functional groups and substitution patterns yield homoallylic amines with excellent levels of enantiomeric enrichment. Experimental and computational data are consistent with an anchoring hydrogen-bond interaction between the protioiminium ion and the amide of the catalyst in the enantiodetermining transition state, and with stereodifferentiation achieved through specific noncovalent interactions (NCIs) with the catalyst pyrenyl moiety. Evidence is provided that the key NCI in the major pathway is a π-stacking interaction, contrasting with the cation-πinteractions invoked in previously studied reactions promoted by the same family of aryl-pyrrolidino-H-bond-donor catalysts.

PENTAFLUOROPHENYL SULFONAMIDE COMPOUNDS, COMPOSITIONS AND USES THEREOF

The present application relates to sulfonamide containing compounds of Formulae (I) and (II) and compositions containing said compounds effective in the treatment of cell proliferative disorders, in particular cancer, and various methods of use thereof.

Synthesis of Aldehydes by Organocatalytic Formylation Reactions of Boronic Acids with Glyoxylic Acid

Reported herein is a conceptually novel organocatalytic strategy for the formylation of boronic acids. New reactivity is engineered into the α-amino-acid-forming Petasis reaction occurring between aryl boronic acids, amines, and glyoxylic acids to prepare aldehydes. The operational simplicity of the process and its ability to generate structurally diverse and valued aryl, heteroaryl, and α,β-unsaturated aldehydes containing a wide array of functional groups, demonstrates the practical utility of the new synthetic strategy.