137428-34-3

Upstream product

• 128916-04-1 (S)-N,N-dibenzylasparagine 
• 100-39-0 benzyl bromide 
• 70-47-3 L-asparagine 
• 100-52-7 benzaldehyde 

Downstream Products

• 137428-37-6 3-Dibenzylamino-4-hydroxy-butyronitrile 
• 137428-39-8 (2E)-4-(N,N-dibenzylamino)-2-butenenitrile 
• 137428-38-7 (2Z)-4-(N,N-dibenzylamino)-2-butenenitrile 
• 132540-68-2 (S)-3-N,N-dibenzylamino-4-hydroxybutanoic acid methyl ester 
• 137428-37-6 (S)-3-N,N-dibenzylamino-4-hydroxybutanenitrile 
• 131270-10-5 (S)-3-N,N-dibenzylamino-4-mesyloxybutanenitrile 
• 131270-15-0 (R)-3-N,N-dibenzylaminooctanoic acid 
• 131270-16-1 (R)-3-N,N-dibenzylamino-4-phenylbutanoic acid 
• 131270-12-7 (R)-3-N,N-dibenzylaminooctanenitrile 
• 131270-13-8 (R)-3-N,N-dibenzylamino-4-phenylbutanenitrile 
• 137428-40-1 (R)-3-N,N-dibenzylaminopentanoic acid methyl ester 
• 131270-14-9 (R)-3-N,N-dibenzylaminopentanoic acid 
• 131270-11-6 (R)-3-N,N-dibenzylaminopentanenitrile 
• 221319-66-0 (S)-(+)-6-(N,N-dibenzylamino)-2,2-dimethyl-1,3-oxazepan-4-on-3-ylacetic acid ethyl ester 

Relevant academic research and scientific papers

Ex-chiral pool synthesis of aminooxazepinones as conformationally restricted β-amino acid analogs

Starting from natural asparagine, an efficient synthesis of the dibenzyl protected 6-amino-1,3-oxazepin-4-one (7) is reported. According to NMR based conformational studies, the lactam-bridged β-amino acid analog (7) adopts preferentially a twisted boat s

General synthesis of enantiomerically pure β-amino acids

An efficient method for the synthesis of chiral β-amino acids starting from (S)-asparagine is shown. The key intermediate is an activated β-homoserine equivalent, which can be reacted with organocuprates to yield β-N,N-dibenzylamino nitrite derivatives. After deprotection the β-amino acids are obtained enantiomerically pure in high overall yield.