90956-85-7

Basic information

• Product Name: 2-Propenoic acid, 3-amino-3-(4-chlorophenyl)-, methyl ester
• CAS NO: 90956-85-7
• Molecular Formula: C10H10ClNO2
• Molecular Weight: 211.648
• Mol File: 90956-85-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-amino-3-(4-chlorophenyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-amino-3-(4-chlorophenyl)-, methyl ester(90956-85-7)
• EPA Substance Registry System: 2-Propenoic acid, 3-amino-3-(4-chlorophenyl)-, methyl ester(90956-85-7)

Safety Data

• Hazardous Substances Data: 90956-85-7(Hazardous Substances Data)

Upstream product

• 99-91-2 para-chloroacetophenone 

Downstream Products

• 25755-87-7 methyl 3-(4-chlorophenyl)-2H-azirine-2-carboxylate 
• 773874-78-5 methyl 2-(4-chlorophenyl)-1H-indole-3-carboxylate 
• 1434591-23-7 methyl 1-amino-6-chloro-4-(p-tolyl)-2-naphthoate 
• 1346526-83-7 methyl 4-(4-chlorophenyl)-2-(trifluoromethyl)oxazole-5-carboxylate 
• 552838-53-6 methyl 3-acetamido-3-(4-chlorophenyl)-2-propenoate 
• 434957-10-5 methyl (Z)-3-acetylamino-3-(p-chlorophenyl)acrylate 

Relevant articles and documents

Cu-Mediated Expeditious Annulation of Alkyl 3-Aminoacrylates with Aryldiazonium Salts: Access to Alkyl N2-Aryl 1,2,3-Triazole-carboxylates for Druglike Molecular Synthesis

Alkyl N-aryl 1,2,3-triazole-carboxylates are important molecules or intermediates in medicinal chemistry, but the synthesis of N2-aryl counterparts remains elusive. Herein, we describe a Cu-mediated annulation reaction of alkyl 3-aminoacrylates with aryldiazonium salts, both of which are readily available substrates. Furthermore, alkyl 2-aminoacrylates are also viable substrates. Diverse alkyl N2-aryl 1,2,3-triazole-carboxylates and their analogues can be rapidly prepared under mild conditions. Especially, this protocol allows one to access several druglike variants of carbonic anhydrase inhibitors and celecoxib.

Nickel-catalyzed enantioselective hydrogenation of β-(acylamino)acrylates: Synthesis of chiral β-amino acid derivatives

The nickel-catalyzed asymmetric hydrogenation of β-(acylamino)acrylates has been developed, affording chiral β-amino acid derivatives with excellent yields (95-99% yield) and enantioselectivities (97-99% ee). With the Ni-Binapine system, high enantioselectivities (98-99% ee) have also been obtained in the hydrogenation of Z/E isomeric mixtures of β-alkyl and β-aryl β-(acylamino)acrylates. The synthesis of chiral β-amino acid derivatives on a gram scale has also been achieved with 0.2 mol % catalyst loading.

Rhodium-catalyzed enantioseletive hydrogenation of tetrasubstituted α-acetoxy β-enamido esters: A new approach to chiral α-hydroxyl-β-amino acid derivatives

Asymmetric hydrogenation of tetrasubtitued α-acetoxy β-enamido esters with rhodium catalysts based on chiral diphosphine ligands provides an efficient and concise route to the synthesis of chiral α-hydroxyl-β-amino acid derivatives in excellent enantioselectivities. The products are valuable chiral building blocks in many biologically active compounds and have important applications in organic synthesis.