96952-94-2

Upstream product

• 100-44-7 benzyl chloride 
• 10495-09-7 ethyl 4,4-diethoxyacetoacetate 
• 7149-58-8 diethoxyacetic acid piperidinyl amide 
• 103-63-9 1-phenyl-2-bromoethane 
• 827606-47-3 4,4-diethoxy-2-benzyl-3-oxo-butyric acid ethyl ester 
• 90878-19-6 phenethylmagnesium chloride 
• 6065-82-3 Ethyl diethoxyacetate 

Downstream Products

• 56485-07-5 phenyl-1,2-butanedione 
• 1159096-40-8 1-benzyl-4-(2-phenylethyl)-1H-1,2,3-triazole 
• 4263-93-8 2-hydroxy-4-phenylbutanoic acid 
• 137320-89-9 8-benzyl-6-hydroxyphenyl-2-(2-phenylethyl)imidazo<1,2-a>pyrazin-3-one 

Relevant academic research and scientific papers

A Scalable Metal-, Azide-, and Halogen-Free Method for the Preparation of Triazoles

A scalable metal-, azide-, and halogen-free method for the synthesis of substituted 1,2,3-triazoles has been developed. The reaction proceeds through a 3-component coupling of α-ketoacetals, tosyl hydrazide, and a primary amine. The reaction shows outstanding functional-group tolerance with respect to both the α-ketoacetal and amine coupling partners, providing access to 4-, 1,4-, 1,5-, and 1,4,5-substituted triazoles in excellent yield. This robust method results in densely functionalised 1,2,3-triazoles that remain challenging to prepare by azide–alkyne cycloaddition (AAC, CuAAC, RuAAC) methods and can be scaled in either batch or flow reactors. Methods for the chemoselective reaction of either aliphatic amines or anilines are also described, revealing some of the potential of this novel and highly versatile transformation.

Chemi- and Bio-luminescence of Coelenterazine Analogues with Phenyl Homologues at the C-2 Position

A series of phenyl homologues of coelenterazine substituted at the C-2 position were synthesized and their bio- and chemi-luminescence properties were investigated including the measurement of chemiluminescence spectra in various media.The light emitting species of each analogue was found to be a neutral form of a coelenteramide derivative in diethylene glycol dimethyl ether (DGM) containing a trace amount of acetate buffer (pH 5.60), while a monoanion was found only in dimethyl sulfoxide (DMSO) and a dianion was observed in DMSO containing a trace amount of aqueous sodium hydroxide.Based on pseudo first-order reaction kinetics, chemiluminescence rate constants were obtained in DGM containing a trace amount of acetate buffer.Each of the synthetic coelenterazine analogues was incorporated into recombinant apoaequorin to obtain a series of semisynthetic aequorins.Measurements of bioluminescence activities of the aequorins revealed that a benzyl group in the C-2 position was essential for efficient luminescence activity.A two-step incubation procedure was used to determine why some analogues gave less luminescence activity than the benzyl analogue and natural coelenterazine.