930769-50-9

Basic information

• Product Name: (S)-4-(4-bromophenyl)-2-azetidinone
• Synonyms: (S)-4-(4-bromophenyl)-2-azetidinone
• CAS NO: 930769-50-9
• Molecular Weight: 226.073
• Mol File: 930769-50-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-4-(4-bromophenyl)-2-azetidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-(4-bromophenyl)-2-azetidinone(930769-50-9)
• EPA Substance Registry System: (S)-4-(4-bromophenyl)-2-azetidinone(930769-50-9)

Safety Data

• Hazardous Substances Data: 930769-50-9(Hazardous Substances Data)

Upstream product

• 103247-89-8 (+/-)-4-(4-bromophenyl)-2-azetidinone 
• 2039-82-9 1-bromo-4-ethenyl-benzene 

Downstream Products

• 930769-56-5 (S)-3-Amino-3-(4-bromo-phenyl)-propionic acid; hydrochloride 

Relevant articles and documents

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.

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%).