134965-13-2

Upstream product

• 134965-07-4 (2S*,5S*,6S*)-6-butyl-2-ethyl-5-methyl-2,4-di-p-tolyl-5,6-dihydro-2H-1,3-oxazine 
• 99408-67-0 3,5-di-p-tolyl-4-aza-3,5-heptadiene 
• 110-62-3 pentanal 

Downstream Products

• 134965-22-3 (1R,2S,3S)-1-Amino-2-methyl-1-p-tolyl-heptan-3-ol 
• 134965-22-3 (1R,2R,3R)-1-Amino-2-methyl-1-p-tolyl-heptan-3-ol 

Relevant academic research and scientific papers

Synthesis of 1,3-amino alcohols from 2-aza-1,3-dienes by reduction of 5,6-dihydro-2H-1,3-oxazines

5,6-Dihydro-2H-1,3-oxazines 3, prepared from 2-aza-1,3-dienes 4, react with sodium in 2-propanol, giving tetrahydro-2H-1,3-oxazines 5. The acid hydrolysis of 5 leads to 1,3-amino alcohols 6 with three stereocenters. The reduction of 3 with lithium aluminum hydride affords N-alkyl derivatives of 1,3-amino alcohols 7 with four stereocenters. The stereochemistry of these compounds was established by X-ray crystallography of (4S*,5S*,6R*)-5-methyl-4,6-diphenyl-3-[(1R*)-1-phenylpropyl]tetra hydro-2H-1,3-oxazine (8).