501330-86-5

Upstream product

• 513-38-2 Isobutyl iodide 
• 5396-89-4 benzyl acetoacetate 

Downstream Products

• 501330-99-0 (4R)-isobutyl-2-((S)-1-phenylethyl)-isoxazolidin-5-one 
• 501330-95-6 (4S)-isobutyl-2-((S)-1-phenylethyl)-isoxazolidin-5-one 
• 1018899-99-4 (2R)-2-({[(9H-fluoren-9-ylmethoxy)carbonyl]amino}methyl)-4-methylpentanoic acid 
• 203854-56-2 (2S)-([amino]methyl)-4-methylpentanoic acid 
• 193887-45-5 (2S)-isobutyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 
• 210345-89-4 (2R)-([amino]methyl)-4-methylpentanoic acid 
• 118053-31-9 benzyl 4-methyl-2-methylenepentanoate 

Relevant academic research and scientific papers

Efficient synthesis of enantiomerically pure β2-amino acids via chiral isoxazolidinones

We report a practical and scalable synthetic route for the preparation of α-substituted β-amino acids (β2-amino acids). Michael addition of a chiral hydroxylamine, derived from α-methylbenzylamine, to an α-alkylacrylate followed by cyclization gives a diastereomeric mixture of α-substituted isoxazolidinones. These diastereomers are separable by column chromatography. Subsequent hydrogenation of the purified isoxazolidinones followed by Fmoc protection affords enantiomerically pure Fmoc-β2-amino acids, which are useful for β-peptide synthesis. This route provides access to both enantiomers of a protected β2-amino acid.