144946-64-5

Upstream product

• 144946-73-6 ethyl N-(<1',2'-bis(methoxycarbonyl)vinyl>oxy)benzimidate 
• 495-69-2 Hippuric Acid 
• 67-56-1 methanol 
• 79-37-8 oxalyl dichloride 
• 252580-08-8 (4S,5S)-2-phenyloxazoline-4,5-dicarboxylic acid dimethyl ester 
• 62675-22-3 dimethyl 2,3-dibromobut-2-enedicarboxylate 
• 55-21-0 benzamide 
• 86555-45-5 (2S)-N-benzoyl-L-aspartic acid dimethyl ester 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 100-46-9 benzylamine 

Downstream Products

• 15926-44-0 2-phenyl-oxazole-4,5-dicarboxylic acid 

Relevant academic research and scientific papers

Copper-Catalyzed Oxygenation Approach to Oxazoles from Amines, Alkynes, and Molecular Oxygen

A novel and efficient oxygenation approach to trisubstituted oxazoles via a copper-catalyzed aerobic oxidative dehydrogenative annulation of amines, alkynes, and O2 has been developed. This transformation combines dioxygen activation and oxidative C-H bond functionalization and provides a practical protocol for the preparation of oxazole derivatives, which are privileged units found in various bioactive compounds or other natural products. 18O-labeling experiments were conducted to reveal that oxygenation was involved in this chemistry.

A series of 2, 4, 5-trisubstituted oxazole: Synthesis, characterization and DFT modelling

A new series of 2,4,5-trisubstituted oxazole were synthesized with good yields using simple methodology. All the compounds were thoroughly characterized by IR, NMR (1H and 13C) and mass spectrometry and structures of 2-(4-butyloxyphenyl)-4,5-dimethyloxazole (5b) and 4,5-dimethyl-2-(4-(octyloxy)phenyl)oxazole(5e) were unambiguously determined by X-ray crystallography. Evidently, the crystal structures of these compounds showed C-HaN and C-HaO intermolecular interactions. The electronic structures of these compounds were also studied by DFT at B3LYP/6-311G ++ level of theory.

Synthesis of substituted oxazoles from enamides

Annulation of enamides into 2,5- and 2,4,5-substituted oxazoles by NBS/Me2S in the presence of mild base has been achieved. The reaction conditions are simple and tolerant to a wide variety of substituents including both electron-donating and withdrawing groups to produce oxazoles in one-pot without further purification of the intermediate.

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

A domino copper-catalyzed C-N and C-O cross-coupling for the conversion of primary amides into oxazoles

A variety of oxazoles can efficiently be prepared, in a single step and in good yield, from primary amides and 1,2-dihaloalkenes using copper-catalysis. This new method allows the regioselective formation of a range of substituted oxazoles. The required 1,2-dihaloalkenes can prepared by simple treatment of alkynes with elemental bromine or iodine. Georg Thieme Verlag Stuttgart.

A rational approach to the design of selective substrates and potent nontransportable inhibitors of the excitatory amino acid transporter EAAC1 (EAAT3). New glutamate and aspartate analogues as potential neuroprotective agents

Two three-dimensional receptor interaction models for EAAT substrates and nontransportable inhibitors have been developed, and new glutamate (Glu) and aspartate (Asp) analogues have been synthesized. The analogues 1a and 3 represent novel lead compounds f

Reaction of N-Benzoyl Amino Acids with Oxalyl Chloride: a Facile Route to 4-Substituted 2-Phenyloxazole-5-carboxylates

N-benzoyl amino acids 1a-g react with excess oxalyl chloride at room temperature followed by addition of alcohols to afford 4-substituted 2-phenyloxazole-5-carboxylates 3a-g.

Transformation of Alkyl N-(Vinyloxy)benzimidates to Alkyloxazoles. Mechanism and Extension

Transformation of alkyl N-(vinyloxy)benzimidates to alkyloxazoles proceeds through the intermediates: a charge-separated 1,2-oxazetidine derivative and then 1-hydroxy-2-imino>maleic acid diester, while their photochemical transformation takes place via a concerted sigmatropic shift.As the extension of this reaction, the preparation of the precursor proposed for virginiamycin M2 synthesis and the reaction of N-analogs of alkyl N-(vinyloxy)benzimidates are described.

Thermal Rearrangement of Alkyl O-Vinylcarbohydroximates to 2-Alkyloxazoles

Alkyl O-vinylcarbohydroximates, lactoxime O-vinyl ethers, and sugar lactoxime O-vinyl ethers undergo a novel thermal rearrangement to afford the corresponding 2-alkyloxazoles, 2-(ω-hydroxyalkyl)oxazoles, and oxazoles bearing a sugar moiety, respectively.This rearrangement can also occur under photochemical conditions.