17071-29-3

Basic information

• Product Name: 3-OXO-5-PHENYL-PENTANOIC ACID ETHYL ESTER
• Synonyms: 3-OXO-5-PHENYL-PENTANOIC ACID ETHYL ESTER;ethyl 3-oxo-5-phenylpentanoate;Benzenepentanoic acid, β-oxo-, ethyl ester
• CAS NO: 17071-29-3
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26
• EINECS: 210-651-4
• Mol File: 17071-29-3.mol
• Article Data: 47

Chemical Properties

• Boiling Point: 309.5°Cat760mmHg
• Flash Point: 132.9°C
• Appearance: /
• Density: 1.072g/cm³
• Vapor Pressure: 0.000637mmHg at 25°C
• Refractive Index: 1.503
• PKA: 10.48±0.46(Predicted)
• CAS DataBase Reference: 3-OXO-5-PHENYL-PENTANOIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-OXO-5-PHENYL-PENTANOIC ACID ETHYL ESTER(17071-29-3)
• EPA Substance Registry System: 3-OXO-5-PHENYL-PENTANOIC ACID ETHYL ESTER(17071-29-3)

Safety Data

• Hazardous Substances Data: 17071-29-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 58, p. 7932, 1993 DOI: 10.1021/jo00079a049

InChI:InChI=1/C13H16O3/c1-2-16-13(15)10-12(14)9-8-11-6-4-3-5-7-11/h3-7H,2,8-10H2,1H3

Upstream product

• 1503-99-7 ethyl 3-oxo-5-phenyl-4-pentenoate 
• 2550-26-7 4-Phenyl-2-butanone 
• 105-58-8 Diethyl carbonate 
• 3277-89-2 phenethylmagnesium bromide 
• 105-56-6 ethyl 2-cyanoacetate 
• 17071-33-9 racemic ethyl 5-hydroxy-3-oxo-5-phenylpentanoate 
• 14369-81-4 ethyl 2,3-butadienoate 
• 141-97-9 ethyl acetoacetate 
• 2033-24-1 cycl-isopropylidene malonate 
• 645-45-4 hydrocinnamic acid chloride 
• 32864-38-3 tert-Butyl ethyl malonate 
• 2414-98-4 magnesium ethylate 
• 2021-28-5 ethyl dihydrocinnamate 
• 42201-84-3 1-ethoxy-1-(tert-butyldimethylsilyloxy)ethene 

Downstream Products

• 90147-73-2 ethyl 4-oxo-6-phenylhexanoate 
• 6951-49-1 2-amino-6-phenethylpyrimidin-4(3H)-one 
• 244638-41-3 ethyl 3-benzyl-1,4-dihydro-4-oxo-5-pyridinecarboxylate 
• 656822-33-2 2-mercapto-6-(2-phenylethyl)-pyrimidin-4-ol 
• 1258306-08-9 6-(2-phenylethyl)-2-phenylpyrimidin-4-ol 
• 1258306-07-8 2-cyclopropyl-6-(2-phenylethyl)-pyrimidin-4-ol 
• 1376709-57-7 diethyl 5-amino-3-phenethylthiophene-2,4-dicarboxylate 
• 1376709-58-8 diethyl 5-((4-nitrophenoxy)carbonylamino)-3-phenethylthiophene-2,4-dicarboxylate 
• 1376709-59-9 C₃₄H₄₄N₂O₆SSi 
• 1376709-62-4 (E)-diethyl 5-(3-(3-(4-methoxyphenyl)allyl)ureido)-3-phenethylthiophene-2,4-dicarboxylate 
• 1376709-52-2 (E)-ethyl 3-(3-(4-methoxyphenyl)allyl)-2,4-dioxo-5-phenethyl-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidine-6-carboxylate 
• 1376709-50-0 (E)-ethyl 3-(3-(4-hydroxyphenyl)allyl)-2,4-dioxo-5-phenethyl-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidine-6-carboxylate 
• 1415669-27-0 ethyl 3,3-difluoro-2-hydroxy-5-phenylpentanoate 
• 1415669-30-5 3-fluoro-7-hydroxy-8-methyl-4-phenethyl-2H-chromen-2-one 

Relevant articles and documents

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Amide/Ester Cross-Coupling via C-N/C-H Bond Cleavage: Synthesis of β-Ketoesters

Activated primary, secondary, and tertiary amides were coupled with enolizable esters in the presence of LiHMDS to obtain good yields of β-ketoesters at room temperature. Notably, this protocol provides an efficient, mild, and high chemoselectivity method

Modular Tuning of Electrophilic Reactivity of Iridium Nitrenoids for the Intermolecular Selective α-Amidation of β-Keto Esters

We report herein an Ir-catalyzed intermolecular amino group transfer to β-keto esters (amides) to access α-aminocarbonyl products with excellent chemoselectivity. The key strategy was to engineer electrophilicity of the putative Ir-nitrenoids by tuning electronic property of the κ2-N,O chelating ligands, thus facilitating nucleophilic addition of enol π-bonds of 1,3-dicarbonyl substrates.