18315-86-1

Basic information

• Product Name: 2-Propenoic acid, 2-nitro-3-phenyl-, ethyl ester, (2Z)-
• CAS NO: 18315-86-1
• Molecular Formula: C11H11NO4
• Molecular Weight: 221.213
• Mol File: 18315-86-1.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 2-nitro-3-phenyl-, ethyl ester, (2Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 2-nitro-3-phenyl-, ethyl ester, (2Z)-(18315-86-1)
• EPA Substance Registry System: 2-Propenoic acid, 2-nitro-3-phenyl-, ethyl ester, (2Z)-(18315-86-1)

Safety Data

• Hazardous Substances Data: 18315-86-1(Hazardous Substances Data)

Upstream product

• 626-35-7 nitroacetic acid ethyl ester 
• 100-52-7 benzaldehyde 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 774-48-1 (diethoxymethyl)benzene 
• 538-51-2 benzylidene phenylamine 
• 1077-18-5 N-benzylidenebutan-1-amine 
• 622-29-7 N-Benzylidenemethylamine 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 4192-77-2 ethyl cinnamate 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 6970-47-4 N¹,N²-dibenzylidenebutane-1,4-diamine 

Downstream Products

• 1795-98-8 rac-phenylalaninol 
• 16624-26-3 3-Phenyl-2-amino-bicyclo<2.2.1>heptan-2-carbonsaeureethylester 
• 2902-89-8 β-(O.O-Diaethyl-phosphono)-zimtsaeure-aethylester 
• 1206899-35-5 C₁₄H₁₆N₂O₆ 
• 1206899-32-2 ethyl 2-nitro-3-phenyl-3-(N-phthalimido)propanoate 
• 1255517-03-3 (4S,5R)-3-(ethoxycarbonyl)-5-formyl-4-phenyl-5-propyl-4,5-dihydroisoxazole 2-oxide 
• 16782-23-3 ethyl 3-phenyl-2-nitropropionate 
• 1795-96-6 phenylalanine ethyl ester 

Relevant articles and documents

Synthesis and structure of β-aryl-α-nitroacrylates

The method for preparation of ethyl α-nitrocinnamates by nitroacetic acid ester alkenylation with aromatic aldehydes in the presence of acetic acid and β-alanine has been modified. Structures of the prepared compounds have been proved by electronic, IR,

Design, synthesis, and evaluation of a novel macrocyclic anti-EV71 agent

We describe here the design, synthesis, and evaluation of a macrocyclic peptidomimetic as a potent agent targeting enterovirus A71 (EV71). The compound has a 15-membered macrocyclic ring in a defined conformation. Yamaguchi esterification reaction was used to close the 15-membered macrocycle instead of the typical Ru-catalyzed ring-closing olefin metathesis reaction. The crystallographic characterization of the complex between this compound and its target, 3C protease from EV71, validated the design and paved the way for the generation of a new series of anti-EV71 agents.

Synthesis of unnatural α-amino esters using ethyl nitroacetate and condensation or cycloaddition reactions

We report here on the use of ethyl nitroacetate as a glycine template to produce α-amino esters. This started with a study of its condensation with various arylacetals to give ethyl 3-aryl-2-nitroacrylates followed by a reduction (NaBH4 and then zinc/HCl) into α-amino esters. The scope of this method was explored as well as an alternative with arylacylals instead. We also focused on various [2 + 3] cycloadditions, one leading to a spiroacetal, which led to the undesired ethyl 5-(benzamidomethyl)isoxazole-3-carboxylate. The addition of ethyl nitroacetate on a 5-methylene-4,5-dihydrooxazole using cerium(IV) ammonium nitrate was also explored and the synthesis of other oxazole-bearing α-amino esters was achieved using gold(I) chemistry.