55030-23-4

Basic information

• Product Name: N-Phenethyl-3-phenylpropeneamide
• Synonyms: 3-Phenyl-N-(2-phenylethyl)propenamide;N-(2-Phenylethyl)-3-phenylacrylamide;N-Phenethyl-3-phenylpropeneamide;N-Phenethylbenzeneacrylamide
• CAS NO: 55030-23-4
• Molecular Formula: C₁₇H₁₇NO
• Molecular Weight: 251.32
• Mol File: 55030-23-4.mol
• Article Data: 42

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-Phenethyl-3-phenylpropeneamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Phenethyl-3-phenylpropeneamide(55030-23-4)
• EPA Substance Registry System: N-Phenethyl-3-phenylpropeneamide(55030-23-4)

Safety Data

• Hazardous Substances Data: 55030-23-4(Hazardous Substances Data)

Upstream product

• 859932-06-2 2-bromo-3-phenyl-propionic acid phenethylamide 
• 102-92-1 cinnamoyl chloride 
• 64-04-0 phenethylamine 
• 104-55-2 3-phenyl-propenal 
• 1421426-92-7 N-phenethylcinnamimidoyl cyanide 
• 621-82-9 Cinnamic acid 
• 100-52-7 benzaldehyde 
• 140-10-3 (E)-3-phenylacrylic acid 
• 1943-82-4 phenethyl isocyanate 
• 30094-01-0 (E)-(2-phenylethenyl)magnesium bromide 
• 23776-87-6 2,5‐dioxopyrrolidin‐1‐yl cinnamate 
• 2033-24-1 cycl-isopropylidene malonate 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 

Downstream Products

• 23020-04-4 N-phenethyl-3,3-diphenyl-propionamide 

Relevant articles and documents

Development of a triazinedione-based dehydrative condensing reagent containing 4-(dimethylamino)pyridine as an acyl transfer catalyst

A new triazinedione-based reagent, (N,N′-dialkyl)triazinedione-4-(dimethylamino)pyridine (ATD-DMAP) was developed for the operationally simple dehydrative condensation of carboxylic acids. This reagent comprises an ATD core and DMAP as the leaving group, which is liberated into the reaction system to accelerate acyl transfer reactions. Upon adding ATD-DMAP to a mixture of carboxylic acids and alcohols in the presence of an amine base, the corresponding esters were formed rapidly at room temperature. Moreover, dehydrative condensation between carboxylic acids and amines using ATD-DMAP proceeded in high yield.

Water-removable ynamide coupling reagent for racemization-free syntheses of peptides, amides, and esters

A novel ynamide coupling reagent, the by-product of which can be removed by water, was reported. It promotes the direct coupling between carboxylic acids and amines, alcohols or thiols to provide amides, peptides, esters and thioesters, respectively. No detectable racemization was observed for all the coupling reactions of carboxylic acids containing an α-chiral center. Importantly, a simple acidic aqueous work-up removed the by-product readily to afford pure coupling products in good to excellent yields without the use of column chromatography, thus making this method more environmentally benign, user friendly and cost-effective. The robustness of the water-removable ynamide coupling reagent was further exemplified by the racemization/epimerization-free synthesis of carfilzomib, in which no column chromatography purification was involved for the entire 12-step synthesis.

Alpha-carbonyl alkenyl ester compound as well as preparation method and application thereof

The invention provides an alpha-carbonyl alkenyl ester compound and a preparation method thereof. The alpha-carbonyl alkenyl ester compound is also used for reacting with primary or secondary amine to prepare an amide compound. Two steps of reactions are combined to develop an amido bond and peptide bond forming method which takes carboxylic acid and amine as starting raw materials and allene ketone as a condensing agent. Meanwhile, the alpha-carbonyl alkenyl ester compound of the alpha-amino acid is used as a polypeptide synthesis building block for solid-phase synthesis of polypeptide. The method is mild in reaction condition, simple to operate and high in yield. Compared with an existing amido bond condensation reagent, allene ketone has the advantages of being easy and convenient to prepare, good in stability, small in molecular weight and free of racemization when alpha-chiral carboxylic acid is activated and the like. The compound is a novel amido bond and peptide bond condensation reagent.