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Upstream product

• 76315-01-0 N-benzyl-N-(tert-butoxycarbonyl)glycine 
• 543-27-1 isobutyl chloroformate 
• 7689-50-1 N-benzyl glycine hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 192937-74-9 Benzyl-((R)-4-phenyl-4,5-dihydro-oxazol-2-ylmethyl)-carbamic acid tert-butyl ester 
• 192937-73-8 Benzyl-[((R)-2-hydroxy-1-phenyl-ethylcarbamoyl)-methyl]-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Alkylation of chiral 2-(aminomethyl)oxazolines

Chiral 2-(aminomethyl)oxazolines 3 and 7, in wich the heterocycle is derived from (R)-phenylglycinol, are synthesized and studied in alkylation reactions involving strong base and alkyl halides.The tertiary amine derivative 3 is alkylated efficiently at the α-carbon centre with no stereochemical induction, while the tertiary carbamate 7 is alkylated in moderate yield and reasonable diastereomeric excess.The stereochemical control observed in the latter case can be explained by the preferred formation of an E-enolate during the deprotonation step by prior complexation of the carbaamate carbonyl group to the base.