64806-48-0Relevant academic research and scientific papers
3-Methylazetidin-2-one and its precursors: Optical resolution and absolute configurations
Shustov,Rauk
, p. 699 - 708 (2007/10/03)
Enantiomers of 3-methylazetidin-2-one - (3R)-(+)- and (3S)-(-)-1 and 3-amino-2-methylpropionic acid - (2R)-(-)- and (2S)-(+)-2 were obtained from corresponding diastereomers of methyl (αS)-N-α-methylbenzyl-3-amino-2-methylpropionate 3A,B which had been separated by recrystallization of their salts 4A,B with p-toluenesulfonic acid. The absolute configurations of azetidinones (+)- and (-)-1 and their diastereomeric precursors, i.e. amino esters 3A,B, (αS)-N-α-methylbenzyl-3-amino-2-methylpropionic acids 5A,B, and (αS)-N-α-methylbenzyl-3-methylazetidin-2-ones 6A,B were established by conversion of (+)-1 to amino acid (2R)-(-)-2 and of amino acid (2S)-(+)-2 to (-)-1.
Synthesis and Stereochemistry of Chiral Azetidin-2-ones and Azetidine-2-thiones. I. Synthesis of Diastereomeric 2- and 3-Substituted N-(α-Methylbenzyl)-β-aminopropionic Acids
Romanova, N. N.,Tallo, T. G.,Bundel', Yu. G.
, p. 375 - 377 (2007/10/03)
Nucleophilic addition of α-methylbenzylamine to the double bond of 2- and 3-substituted acrylic acids in pyridine under reflux proceeds nonstereoselectively.
SYNTHESIS OF 1-(α-PHENYLETHYL)AZETIDIN-2-ONES
Romanova, N. N.,Budylin, V. A.,Grishina, G. V.,Potapov, V. M.,Torocheshnikov, V. N.,et al.
, p. 1354 - 1357 (2007/10/02)
Phase-transfer catalyzed cyclization of racemic and optically active N-substituted β-aminoacids has given racemic and optically active 2-azetidinones, the spatial structures of which have been established by NMR spectroscopy.The original β-aminoacids were
