140170-68-9

Upstream product

• 135357-90-3 (2R)-N-benzyl-2-amino-2-phenyl-1-ethanol 
• 75-07-0 acetaldehyde 

Downstream Products

• 142342-69-6 (R)-3-[Benzyl-((S)-2-hydroxy-1-phenyl-ethyl)-amino]-butyric acid ethyl ester 
• 142342-61-8 (S)-3-[Benzyl-((S)-2-hydroxy-1-phenyl-ethyl)-amino]-butyric acid ethyl ester 

Relevant academic research and scientific papers

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%).