174591-38-9

Basic information

• Product Name: (3R,6S)-4-N-((S)-1-phenethyl)-3-benzyl-6-methyl-1,4-morpholin-2,5-dione
• Synonyms: (3R,6S)-4-N-((S)-1-phenethyl)-3-benzyl-6-methyl-1,4-morpholin-2,5-dione
• CAS NO: 174591-38-9
• Molecular Weight: 323.392
• Mol File: 174591-38-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3R,6S)-4-N-((S)-1-phenethyl)-3-benzyl-6-methyl-1,4-morpholin-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,6S)-4-N-((S)-1-phenethyl)-3-benzyl-6-methyl-1,4-morpholin-2,5-dione(174591-38-9)
• EPA Substance Registry System: (3R,6S)-4-N-((S)-1-phenethyl)-3-benzyl-6-methyl-1,4-morpholin-2,5-dione(174591-38-9)

Safety Data

• Hazardous Substances Data: 174591-38-9(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 174591-35-6 (6S,1'S)-6-methyl-4-(1'-phenylethyl)-1,4-morpholine-2,5-dione 

Downstream Products

• 246036-90-8 (6R,1'S)-6-benzyl-1-(1'-phenethyl)-piperazine-2,5-dione 
• 673-06-3 D-(R)-phenylalanine 

Relevant articles and documents

Enantioselective Synthesis of (R)- and (S)-α-Aminoacids using (6S)- and (6R)-6-Methyl-morpholine-2,5-dione Derivatives

The alkylation of both 3 and 4 gives exclusively the trans derivatives 5 and 6, respectively, with >98% diastereoselectivity. Cleavage of the morpholine-2,5-dione ring of 5 and 6 leads to enantiomerically pure (S)- and (R)-α-aminoacids, respectively. The configurations of stereogenic centers introduced on 3, 4, 5 and 6 have been assigned on the basis of the 1H-NMR data, conformational analysis and nOe measurements.