72002-24-5

Basic information

• Product Name: 2-Butenoic acid, 3-[(phenylmethyl)amino]-, methyl ester, (2Z)-
• CAS NO: 72002-24-5
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• Mol File: 72002-24-5.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: 2-Butenoic acid, 3-[(phenylmethyl)amino]-, methyl ester, (2Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butenoic acid, 3-[(phenylmethyl)amino]-, methyl ester, (2Z)-(72002-24-5)
• EPA Substance Registry System: 2-Butenoic acid, 3-[(phenylmethyl)amino]-, methyl ester, (2Z)-(72002-24-5)

Safety Data

• Hazardous Substances Data: 72002-24-5(Hazardous Substances Data)

Upstream product

• 183311-38-8 N-benzyl-N-but-2-enylideneamine 
• 105-45-3 acetoacetic acid methyl ester 
• 119353-37-6 (E,E)-4-aza-1,5-diphenylpenta-1,3-diene 
• 111865-48-6 benzyl-(3-methyl-but-2-enylidene)amine 
• 622-79-7 benzyl azide 
• 100-46-9 benzylamine 
• 111865-48-6 N-benzyl-(3-methylbut-2-enylidene)amine 
• 60293-41-6 N-((E)-3-phenylallylidene)benzylamine 

Downstream Products

• 71160-96-8 2-[1-Benzylamino-eth-(E)-ylidene]-4-cyano-pentanedioic acid 5-butyl ester 1-methyl ester 
• 75336-46-8 1-Benzyl-2-methyl-4-((1S,2R,3R,4R)-1,2,3,4,5-pentaacetoxy-pentyl)-1H-pyrrole-3-carboxylic acid methyl ester 
• 75336-40-2 (4S,5R,6R,7R)-4,5,6,7,8-Pentaacetoxy-2-[1-benzylamino-eth-(E)-ylidene]-3-nitromethyl-octanoic acid methyl ester 
• 75336-40-2 (4S,5R,6R,7R)-4,5,6,7,8-Pentaacetoxy-2-[1-benzylamino-eth-(Z)-ylidene]-3-nitromethyl-octanoic acid methyl ester 
• 1169620-34-1 methyl 3-(benzylamino)-4,4,4-trifluoro-3-methylbutanoate 
• 507444-65-7 methyl 3-(benzylamino)butanoate 
• 40801-12-5 dimethyl 1-benzyl-2,5-dimethyl-1H-pyrrole-3,4-dicarboxylate 
• 1383844-23-2 C₂₂H₂₁NO₂ 
• 1383844-31-2 C₂₂H₂₃NO₂ 
• 71160-95-7 2-[1-Benzylamino-eth-(E)-ylidene]-4-cyano-pentanedioic acid dimethyl ester 
• 68870-58-6 methyl 3-(p-chlorophenyl)-5-methylisoxazole-4-carboxylate 

Relevant articles and documents

Organocatalyzed regioselective and enantioselective synthesis of 1,4- and 1,2-dihydropyridines

Herein, we introduce one of the first examples of asymmetric organocatalyzed synthesis of 1,2-dihydropyridines, affording enantioselective access to and partially solving regioselectivity challenges in the synthesis of dihydropyridines. We demonstrate that through modification of organocatalysts both 1,2- and 1,4-dihydropyridines (1,2- and 1,4-DHPs) can be obtained with high regioselectivity (ratio of 1,2-DHP/1,4-DHP from 95/5 to 0/100) and enantioselectivity (33% ee for 1,2-DHPs and up to 98% ee for 1,4-DHPs) in good yields (up to 87%).

Passerini/tsuji–trost strategy towards pyrrole derivatives

The Passerini reaction of α,β-unsaturated aldehydes affords suitable substrates for a Tsuji–Trost reaction with NH-enamines. The latter behave as a 1,3-bisnucleophile, which leads to the formation of pyrrole derivatives with five points of diversity through a Tsuji–Trost/Michael addition/aromatization cascade.

Solvent-free synthesis of β-enamino ketones and esters catalysed by recyclable iron(III) triflate

A novel application of highly stable Fe(OTf)3 as an efficient catalyst for the synthesis of a variety of β-enamino ketones and esters under solvent-free conditions is described. Notably, this protocol of a "green synthesis", which produced β-enamino ketones and esters by the reaction of a variety of β-dicarbonyl compounds and primary amines, exhibits attractive properties including high yields, short reaction periods, lower loading of catalyst and chemo- and regio-selectivity. In addition, the catalyst was easily recovered from the reaction system and readily reused with minimal loss of activity.