77320-41-3

Basic information

• Product Name: methyl 2-(benzoylamino)-3-oxobutanoate
• CAS NO: 77320-41-3
• Molecular Formula: C₁₂H₁₃NO₄
• Molecular Weight: 235.2359
• Mol File: 77320-41-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 433°C at 760 mmHg
• Flash Point: 215.6°C
• Density: 1.195g/cm³
• Vapor Pressure: 1.06E-07mmHg at 25°C
• Refractive Index: 1.523
• CAS DataBase Reference: methyl 2-(benzoylamino)-3-oxobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(benzoylamino)-3-oxobutanoate(77320-41-3)
• EPA Substance Registry System: methyl 2-(benzoylamino)-3-oxobutanoate(77320-41-3)

Safety Data

• Hazardous Substances Data: 77320-41-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 37127-06-3 2-phenyl-4-acetyl-5-oxazolinone 
• 99972-61-9 2-phenyl-4-α-hydroxyethylidene-5-oxazolone 
• 1205-08-9 methyl hippurate 
• 75-36-5 acetyl chloride 
• 79893-89-3 N-benzoyl-L-threonine methyl ester 
• 68277-01-0 2-amino-3-oxo-butyric acid methyl ester 
• 98-88-4 benzoyl chloride 
• 124576-57-4 C₁₀H₁₇NO₅ 
• 495-69-2 Hippuric Acid 
• 87413-09-0 Dess-Martin periodane 
• 41172-77-4 (±)-2-amino-3-oxo-butyric acid methyl ester hydrochloride 
• 24762-04-7 2-Diazo-3-oxo-butyric acid methyl ester 
• 55-21-0 benzamide 

Downstream Products

• 100063-41-0 methyl 5-methyl-2-phenyloxazole-4-carboxylate 
• 79893-89-3 N-benzoyl-L-threonine methyl ester 
• 60538-16-1 (2R,3S)-N-benzoylthreonine methyl ester 
• 591741-72-9 methyl 5-methyl-1,2-diphenyl-1H-imidazole-4-carboxylate 

Relevant articles and documents

Transformation of 4-(1-dimethylaminoethylidene)-2-phenyl-5(4H) oxazolone into methyl 2-benzoylamino-3-oxobutanoate. The synthesis of 1-substituted 4- benzoylamino-3-methyl-5(2H)-pyra-zolones

Methyl 2-benzoylamino-3-oxobutanoate (3) was prepared from hippuric acid (1) which was converted with N,N-dimethylacetamide and phosphorus oxychloride into 4-(1-dimethylaminoethylidene)-2-phenyl-5(4H)-oxazolone (2) followed by hydrolysis with hydrochloric acid in methanol. Compound 3 was treated with hydrazines 4 to give 4-benzoylamino-3-methyl-1H-pyrazol-5(2H)-one (6a) and its 1-substituted derivatives 6b-j. The corresponding hydrazones 5f, i, j were isolated as intermediates.

Towards Gram-negative antivirulence drugs: New inhibitors of HldE kinase

Gram-negative bacteria lacking heptoses in their lipopolysaccharide (LPS) display attenuated virulence and increased sensitivity to human serum and to some antibiotics. Thus inhibition of bacterial heptose synthesis represents an attractive target for the development of new antibacterial agents. HldE is a bifunctional enzyme involved in the synthesis of bacterial heptoses. Development of a biochemical assay suitable for high-throughput screening allowed the discovery of inhibitors 1 and 2 of HldE kinase. Study of the structure-activity relationship of this series of inhibitors led to highly potent compounds.

Pd-catalyzed enantioselective synthesis of quaternary α-amino acid derivatives using a phenylalanine-derived P-chirogenic diaminophosphine oxide

A Pd-catalyzed enantioselective synthesis of quaternary α-amino acid derivatives using a phenylalanine-derived P-chirogenic diaminophosphine oxide is described. Asymmetric allylic substitution using acyclic β-keto esters with a nitrogen functional group at the α-carbon as prochiral nucleophiles proceeded in the presence of 5 mol % of Pd catalyst, 10 mol % of chiral diaminophosphine oxide 1j, BSA, and appropriate additives, affording the corresponding quaternary α-amino acid derivatives in excellent yield and in up to 92% ee.