291286-47-0

Basic information

• Product Name: 2,5-Pyrrolidinedione, 1-[[2-(diphenylphosphino)benzoyl]oxy]-
• CAS NO: 291286-47-0
• Molecular Formula: C23H18NO4P
• Molecular Weight: 403.374
• Mol File: 291286-47-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2,5-Pyrrolidinedione, 1-[[2-(diphenylphosphino)benzoyl]oxy]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Pyrrolidinedione, 1-[[2-(diphenylphosphino)benzoyl]oxy]-(291286-47-0)
• EPA Substance Registry System: 2,5-Pyrrolidinedione, 1-[[2-(diphenylphosphino)benzoyl]oxy]-(291286-47-0)

Safety Data

• Hazardous Substances Data: 291286-47-0(Hazardous Substances Data)

Usage

Structure

A derivative of pyrrolidinedione with a benzoyl group attached to a phosphino group

Usage

Often used as a ligand in coordination chemistry to form complexes with metal ions and facilitate various catalytic reactions

Importance

An important tool for the synthesis of various organic compounds and materials

Potential applications

Has potential applications in the field of pharmaceuticals and agrochemicals due to its unique chemical properties.

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 17261-28-8 ortho-diphenylphosphinobenzoic acid 

Downstream Products

• 697288-89-4 N-(t-butyl)-2-diphenylphosphanylbenzamide 
• 343254-74-0 triphenylphosphine-2-carboxamide 
• 158361-24-1 N-(2-benzamidocyclohexyl)-2-(diphenylphosphino)benzamide 
• 1155946-45-4 C₃₂H₂₇N₄O₄PS 
• 370067-22-4 2-(diphenylphosphanyl)-N-(2-thioethyl)benzamide 
• 827597-07-9 N-[4-(6-aminohexyl)-1-(2-methoxyphenyl)piperazine]-2-(diphenylphosphanyl)benzylamine 
• 690199-25-8 N-isopropyl-2-diphenylphosphanylbenzamide 
• 291286-36-7 N-(2-aminoethyl)-2-(diphenylphosphanyl)benzamide 
• 291286-38-9 2-(diphenylphosphanyl)-N-(2-hydroxyethyl)benzamide 
• 291286-34-5 [(1R,2R)-N-(2-aminocyclohexenyl)]-2-(diphenylphosphanoyl)benzamide 

Relevant articles and documents

Effective synthesis of bicyclodienes via palladium-catalyzed asymmetric allylic alkylation and ruthenium-catalyzed cycloisomerization

[n.3.0]Bicycles (n = 3-6) can be synthesized using palladium-catalyzed asymmetric allylic alkylation followed by rutheniumcatalyzedcycloisomerization.Newtypesoftriarylphosphino-1,2-diaminooxazolineligandsshowthesamehighlevelsofenantioselectivity observed with Trost ligand when employed in Pd-catalyzed allylic alkylation reactions. The enyne products of these allylic alkylation reactions were further elaborated using a Ru-catalyzed redox isomerization process, for which a mechanism is proposed.

Perfluoroaryl Azide Staudinger Reaction: A Fast and Bioorthogonal Reaction

We report a fast Staudinger reaction between perfluoroaryl azides (PFAAs) and aryl phosphines, which occurs readily under ambient conditions. A rate constant as high as 18 m?1 s?1 was obtained between methyl 4-azido-2,3,5,6-tetrafluorobenzoate and methyl 2-(diphenylphosphanyl)benzoate in CD3CN/D2O. Furthermore, the iminophosphorane product was stable toward hydrolysis and aza-phosphonium ylide reactions. This PFAA Staudinger reaction proved to be an excellent bioothorgonal reaction. PFAA-derivatized mannosamine and galactosamine were successfully transformed into cell-surface glycans and efficiently labeled with phosphine-derivatized fluorophore-conjugated bovine serum albumin.

PREPARATION OF DIAZO AND DIAZONIUM COMPOUNDS

A method for making diazo-compounds, diazonium salts thereof and other protected forms of these compounds. Diaz-compounds are prepared by reaction of a tertiary phosphine reagent carrying a reactive carbonyl group with an azide. The reaction can also generate an acyl triazene which can be converted thermally or by addition of base to form the diazo-compound or the acyl triazene can be isolated. The method is particularly useful for conversion of azides carrying one or more electron withdrawing groups to diazo-compounds. The method can be carried out in aqueous medium under mild conditions and is particularly useful for conversion of azido sugars to diazo-compound and diazonium salts thereof under physiological conditions. Tertiary phosphine reagents, particularly those that are water-soluble, and precursors for preparation of the reagents are provided.