363620-53-5

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 363620-52-4 (2R,3S)-3-(tert-butyldimethylsilyloxymethyl)-1-methyl-2-phenylazirane 
• 363620-51-3 (1R,2R)-3-(tert-butyldimethylsilyloxy)-1-methylamino-1-phenylpropan-2-ol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 313640-98-1 (2R,3R)-3-(methylamino)-3-phenyl-1,2-propanediol 

Downstream Products

• 363620-55-7 (4R,5R)-4-(4-methylphenylsulfonyloxymethyl)-3-methyl-5-phenyl-1,3-oxazolan-2-one 
• 91049-51-3 (4R,5R)-3,4-dimethyl-5-phenyl-1,3-oxazolidin-2-one 
• 321-97-1 (1R,2R)-pseudoephedrine 
• 363620-54-6 (4R,5R)-4-hydroxymethyl-3-methyl-5-phenyl-1,3-oxazolan-2-one 

Relevant academic research and scientific papers

Asymmetric synthesis of (-)-pseudoephedrine from (2S,3S)-3-phenyloxiran-2-ylmethanol. Stereospecific interchange of amino and alcohol functions

A ring-opening reaction of N-methylaziridines with Boc2O/NaI has been applied to the asymmetric synthesis of pseudoephedrine. 3-Methylamino-3-phenyl-1,2-propanediol 1, derived from (2S,3S)-3-phenyloxiran-2-ylmethanol, was converted into the oxazolidin-2-one 4, a precursor of pseudoephedrine. The reaction occurs with a stereospecific interchange of amino and alcohol functions.