930769-51-0

Basic information

• Product Name: (S)-4-(4-fluorophenyl)-2-azetidinone
• Synonyms: (S)-4-(4-fluorophenyl)-2-azetidinone
• CAS NO: 930769-51-0
• Molecular Weight: 165.167
• Mol File: 930769-51-0.mol

Chemical Properties

• CAS DataBase Reference: (S)-4-(4-fluorophenyl)-2-azetidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-(4-fluorophenyl)-2-azetidinone(930769-51-0)
• EPA Substance Registry System: (S)-4-(4-fluorophenyl)-2-azetidinone(930769-51-0)

Safety Data

• Hazardous Substances Data: 930769-51-0(Hazardous Substances Data)

Upstream product

• 405-99-2 para-fluorostyrene 
• 930769-46-3 (+/-)-4-(4-fluorophenyl)-2-azetidinone 

Relevant articles and documents

RETRACTED ARTICLE: Site-selective enzymatic C-H amidation for synthesis of diverse lactams

A major challenge in carbon?hydrogen (C?H) bond functionalization is to have the catalyst control precisely where a reaction takes place. In this study, we report engineered cytochrome P450 enzymes that perform unprecedented enantioselective C?H amidation reactions and control the site selectivity to divergently construct b-, g-, and d-lactams, completely overruling the inherent reactivities of the C?H bonds. The enzymes, expressed in Escherichia coli cells, accomplish this abiological carbon?nitrogen bond formation via reactive iron-bound carbonyl nitrenes generated from nature-inspired acyl-protected hydroxamate precursors. This transformation is exceptionally efficient (up to 1,020,000 total turnovers) and selective (up to 25:1 regioselectivity and 97%, please refer to compound 2v enantiomeric excess), and can be performed easily on preparative scale.

HPLC enantioseparation on a homochiral MOF-silica composite as a novel chiral stationary phase

The last frontier in the development of chiral stationary phases for chromatographic enantioseparation involves homochiral metal-organic frameworks (MOFs). Using enantiopure (R)-2,2′-dihydroxy-1,1′-binaphthalene-6,6′-dicarboxylic acid as a starting material, we prepared three homochiral MOFs that were further used as chiral stationary phases for high-performance liquid chromatography to separate the enantiomers of various kinds of racemic sulfoxides, sec-alcohols, β-lactams, benzoins, flavanones and epoxides. The experimental results showed excellent performances for enantioseparation, and highlighted that enantioseparation on homochiral MOF columns is practical.

Homochiral coordination polymers with nanotubular channels for enantioselective sorption of chiral guest molecules

Two novel chiral coordination polymers were synthesized by treating C 2-symmetric 2,2′-dihydroxy- and 2,2′-dimethoxy-1, 1′-binaphthalene-3,3′-dicarboxylic acids with Cu2+, in which sorption of some chiral β-lactam compounds in the fr

A new route to enantiopure β-aryl-substituted β-amino acids and 4-aryl-substituted β-lactams through lipase-catalyzed enantioselective ring cleavage of β-lactams

A simple and efficient direct enzymatic method was developed for the synthesis of 4-aryl-substituted β-lactams and the corresponding β-amino acid enantiomers through the CAL-B (lipase B from Candida antarctica)-catalyzed enantioselective (E > 200) ring cleavage of the corresponding racemic β-lactams with 1 equiv. of H2O in i-Pr2O at 60°C. The product (R)-β-amino acids (ee ≥ 98%, yields ≥ 42%) and unreacted (S)-β-lactams (ee ≥ 95%, yields ≥ 41%) could be easily separated. The ring opening of enantiomeric β-lactams with 18% HCl afforded the corresponding enantiopure β-amino acid hydrochlorides (ee ≥ 99%).