501331-07-3

Basic information

• Product Name: Butanoic acid, 3-methyl-2-[[[(1S)-1-phenylethyl]amino]methyl]-, (2R)-
• CAS NO: 501331-07-3
• Molecular Formula: C14H21NO2
• Molecular Weight: 235.326
• Mol File: 501331-07-3.mol

Chemical Properties

• CAS DataBase Reference: Butanoic acid, 3-methyl-2-[[[(1S)-1-phenylethyl]amino]methyl]-, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 3-methyl-2-[[[(1S)-1-phenylethyl]amino]methyl]-, (2R)-(501331-07-3)
• EPA Substance Registry System: Butanoic acid, 3-methyl-2-[[[(1S)-1-phenylethyl]amino]methyl]-, (2R)-(501331-07-3)

Safety Data

• Hazardous Substances Data: 501331-07-3(Hazardous Substances Data)

Upstream product

• 2627-86-3 (S)-1-phenyl-ethylamine 
• 501331-05-1 (R)-3-Methyl-2-[((S)-1-phenyl-ethylamino)-methyl]-butyric acid tert-butyl ester 

Downstream Products

• 210345-86-1 (2R)-([amino]methyl)-3-methylbutanoic acid 

Relevant articles and documents

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.