5447-76-7

Basic information

• Product Name: ethyl (3Z)-3-hydroxyiminobutanoate
• Synonyms: ethyl (3Z)-3-hydroxyiminobutanoate
• CAS NO: 5447-76-7
• Molecular Formula: C₆H₁₁NO₃
• Molecular Weight: 145.16
• Mol File: 5447-76-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 241.6°Cat760mmHg
• Flash Point: 99.9°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 0.0118mmHg at 25°C
• Refractive Index: 1.453
• CAS DataBase Reference: ethyl (3Z)-3-hydroxyiminobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (3Z)-3-hydroxyiminobutanoate(5447-76-7)
• EPA Substance Registry System: ethyl (3Z)-3-hydroxyiminobutanoate(5447-76-7)

Safety Data

• Hazardous Substances Data: 5447-76-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H11NO3/c1-3-10-6(8)4-5(2)7-9/h9H,3-4H2,1-2H3/b7-5-

Upstream product

• 141-97-9 ethyl acetoacetate 

Downstream Products

• 2835-82-7 3-aminobutyric acid 
• 36298-64-3 3-methyl-4-(1-phenyl-ethylidene)-4H-isoxazol-5-one 
• 17975-49-4 (Z)-4-(4-N,N-dimethylaminophenylmethylene)-3-methyl-5(4H)-isoxazolone 
• 36771-29-6 4-cyclohex-1-enyl-3-methyl-2H-isoxazol-5-one; compound with morpholine (1:1) 
• 91332-07-9 1-(α-Imino-benzyl)-2-oximino-buttersaeureamid 
• 604787-00-0 C₁₃H₁₇NO₅S 
• 7664-41-7 ammonia 
• 141-97-9 ethyl acetoacetate 
• 65576-89-8 1-amino-1-methylethylphosphinic acid 
• 94650-45-0 3-amino-3-hydrohydroxyphosphorylbutyric acid 
• 14369-88-1 (±)-ethyl 3-methyl-2H-azirine-2-carboxylate 
• 1153734-28-1 2-(2-chloro-phenyl)-5-methyl-1H-imidazole-4-carboxylic acid ethyl ester 
• 56463-99-1 ethyl 2-methyl-4-(methylsulfonamido)-5-phenyl-1H-pyrrole-3-carboxylate 

Relevant articles and documents

Facile and expedient synthesis of α,β-unsaturated isoxazol-5(4H)-ones under mild conditions

Abstract: It was found that nano-SiO2–H2SO4 was catalyzed by the three-component cyclocondensation of aryl/heteroaryl aldehydes, hydroxylamine hydrochloride, and β-ketoesters toward the synthesis of α,β-unsaturated?isoxazol-5(4H)-ones under green conditions. The reaction yielded the corresponding heterocycles at room temperature in relatively shorter reaction times. It merits mentioning that the mild conditions allow the synthesis of several α,β-unsaturated?isoxazol-5(4H)-ones using this method. In this study, some new derivatives of isoxazolones were also synthesized and characterized. It is efficient, clean, simple, safe, and ecologically friendly. This straightforward method is cost-effective and requires no preparation of reactants. The three-component annulation was performed without using energy sources, for example, heat, ultrasound wave, and microwave irradiation. Graphic abstract: [Figure not available: see fulltext.].

Organocatalyzed nucleophilic addition of pyrazoles to 2: H -azirines: Asymmetric synthesis of 3,3-disubstituted aziridines and kinetic resolution of racemic 2 H -azirines

The first organocatalytic asymmetric nucleophilic addition of arylpyrazoles to 2H-azirines and kinetic resolution of racemic 2H-azirines have been realized. Chiral aziridines were obtained with up to 98% yields and up to 99.9% ee. Meanwhile, simply changing the ratio of reactants, optically active 2H-azirines were recovered in good yields with excellent enantioselectivities.

RhII-catalyzed [3+2] cycloaddition of 2 H-azirines with N-sulfonyl-1,2,3-triazoles

RhII-catalyzed intermolecular [3+2] cycloaddition of 2 H-azirines with N-sulfonyl-1,2,3-triazoles is disclosed, in which a series of fully functionalized pyrroles is produced via rhodium azavinyl carbene intermediates. A distinct feature of this reaction is that the azavinyl carbene serves as a [2 C] equivalent, instead of as [1 C] or aza-[3 C] synthons, which have been reported previously in cyclopropanations and [3 + n] cycloadditions. Moreover, this methodology has also been successfully applied in the total synthesis of URB447 as well as the formal synthesis of Atorvastatin (Lipitor).