25755-94-6

Basic information

• Product Name: 4-Oxazolecarboxylic acid, 2,5-diphenyl-, methyl ester
• CAS NO: 25755-94-6
• Molecular Formula: C17H13NO3
• Molecular Weight: 279.295
• Mol File: 25755-94-6.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 4-Oxazolecarboxylic acid, 2,5-diphenyl-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Oxazolecarboxylic acid, 2,5-diphenyl-, methyl ester(25755-94-6)
• EPA Substance Registry System: 4-Oxazolecarboxylic acid, 2,5-diphenyl-, methyl ester(25755-94-6)

Safety Data

• Hazardous Substances Data: 25755-94-6(Hazardous Substances Data)

Upstream product

• 17606-70-1 (4Z)-4-benzylidene-2-phenyl-1,3-oxazol-5(4H)-one 
• 101602-07-7 methyl (Z)-2-benzamido-3-bromo-3-phenylacrylate 
• 27573-05-3 methyl ester of benzoylaminocinnamic acid 
• 41914-65-2 1-(5-methoxy-3-phenylisoxazol-4-yl)(phenyl)methanone 
• 59171-72-1 2-phenyl-oxazole-4-carboxylic acid methyl ester 
• 515-42-4 sodium phenylsulfonate 
• 4891-38-7 phenylpropynoic acid methyl ester 
• 100-46-9 benzylamine 
• 3005-61-6 methyl (S)-2-(benzoylamino)-3-phenylpropanoate 
• 603-35-0 triphenylphosphine 
• 21462-02-2 methyl (Z)-2-benzoylamino-3-phenyl-2-propenoate 
• 495-69-2 Hippuric Acid 
• 55044-06-9 methyl 2-phenyl-2-oxazoline-4-carboxylate 
• 932-90-1 Benzaldoxime 

Downstream Products

• 1198279-44-5 benzyl 2,5-diphenyloxazole-4-carboxylate 
• 1370731-81-9 N-benzyl-2,5-diphenyloxazole-4-formamide 
• 2549-35-1 2,5-diphenyl-4-hydroxymethyloxazole 
• 18735-78-9 2,5-diphenyloxazole-4-carboxylic acid 
• 92-71-7 2,5-diphenyloxazole 

Relevant articles and documents

Synthesis of Isoxazole- And Oxazole-4-carboxylic Acids Derivatives by Controlled Isoxazole-Azirine-Isoxazole/Oxazole Isomerization

The first synthesis of isoxazole-4-carboxylic acid derivatives by domino isoxazole-isoxazole isomerization is reported. Fe(II)-catalyzed isomerization of 4-acyl-5-methoxy-/5-aminoisoxazoles (dioxane, 105 °C) leads to the formation of isoxazole-4-carboxylic esters and amides in good yields. 4-Formyl-5-methoxyisoxazoles give methyl oxazole-4-carboxylates under the same reaction conditions. Fe(II)-catalyzed isomerization of 4-acyl-5-methoxyisoxazoles under milder conditions (MeCN, 50 °C) allows the preparation of transient 2-acyl-2-(methoxycarbonyl)-2H-azirines. The azirines isomerize quantitatively either into isoxazoles under catalytic conditions (dioxane, 105 °C) or into oxazoles under noncatalytic thermolysis (o-dichlorobenzene, 170 °C). The mechanism of the isomerization and dependence of the reaction routes on substituents at starting isoxazole core and reaction conditions are discussed on the basis of DFT calculations.

A concise approach to polysubstituted oxazoles from N-acyl-2-bromo enamides via a copper(i)/amino acid-catalyzed intramolecular C-O bond formation

A straightforward and efficient copper(i)/amino acid-catalyzed intramolecular Ullmann-type C-O coupling reaction has been developed. This protocol affords a facile methodology for the synthesis of a series of novel 2,4,5-substituted oxazoles from readily accessible N-acyl-2-bromo enamides under mild conditions. This journal is the Partner Organisations 2014.

Access to di- and trisubstituted oxazoles by NBS-mediated oxidative cyclisation of N-acyl amino acid derivatives

A remarkably simple method for the synthesis of di- and trisubstituted functionalised oxazoles under metal- and catalyst-free conditions is described. An iterative bromination and debromination of N-acylated amino acid derivatives with NBS as the sole rea