142342-60-7

Basic information

• Product Name: (R)-3-[Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-butyric acid ethyl ester
• CAS NO: 142342-60-7
• Molecular Weight: 341.45
• Mol File: 142342-60-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-3-[Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-butyric acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-[Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-butyric acid ethyl ester(142342-60-7)
• EPA Substance Registry System: (R)-3-[Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-butyric acid ethyl ester(142342-60-7)

Safety Data

• Hazardous Substances Data: 142342-60-7(Hazardous Substances Data)

Upstream product

• 14231-57-3 (R)-N-benzyl-2-phenylglycinol 
• 132273-88-2 (2R,4R)-N-benzyl-2-methyl-4-phenyl-1,3-oxazolidine 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 5303-65-1 (S)-ethyl 3-aminobutyrate 
• 5303-65-1 ethyl 3-(R)-methyl-β-alanine 

Relevant articles and documents

Stereoselective ring opening of chiral oxazolidines by reformatsky reagents: An enantioselective entry to β-amino esters

Chiral oxazolidines obtained by condensation of aldehydes with (-).(R)- or (+).(S)-N-benzylphenylglycinol react with the Reformatsky reagent derived from ethyl bromoacetate, in mild reaction conditions (Et2O or CH2Cl2, 0°C, 15-60 min), leading to ethyl β-amino carboxylates in moderate to good diastereomeric excess (60-92%). These ring opening products are transformed into primary β-aminoesters, in one step, by debenzylation with H2/Pd on carbon without loss of their stereochemical integrity. In this way, ethyl β-amino carboxylates can be obtained in both enantiomeric forms, with chemical yields ranging 55-76% and moderate to good e.e. (60-92%).