174785-09-2

Upstream product

• 79-41-4 poly(methacrylic acid) 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 176257-80-0 (αS,2S)-methyl N-α-methylbenzyl-3-amino-2-methylpropanoate 

Downstream Products

• 144-90-1 (S)-(+)-β²-homoalanine 
• 95350-09-7 (αS,3S)-1-α-methylbenzyl-3-methylazetidin-2-one 
• 861708-75-0 (2S)-2-methyl-3-[((1S)-1-phenylethyl)amino]propan-1-ol 
• 861708-85-2 (2E)-N-((2S)-2-methyl-3-oxopropyl)-N-((1S)-1-phenylethyl)but-2-enamide 
• 861708-79-4 (2E)-N-((2S)-3-hydroxy-2-methylpropyl)-N-((1S)-1-phenylethyl)but-2-enamide 
• 1026623-35-7 (E)-But-2-enoic acid (S)-3-[((E)-but-2-enoyl)-((S)-1-phenyl-ethyl)-amino]-2-methyl-propyl ester 

Relevant academic research and scientific papers

3-Methylazetidin-2-one and its precursors: Optical resolution and absolute configurations

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

Nucleophilic addition of α-methylbenzylamine to the double bond of 2- and 3-substituted acrylic acids in pyridine under reflux proceeds nonstereoselectively.