176791-97-2

Upstream product

• 92841-65-1 (4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one 
• 139962-44-0 (4S,5R)-1-((E)-Hex-2-enoyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 
• 176791-94-9 (4S,5R)-1-((E)-2-Bromo-but-2-enoyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 
• 176792-03-3 (4R,5S)-1,5-Dimethyl-4-phenyl-3-((2R,3S)-3-propyl-aziridine-2-carbonyl)-imidazolidin-2-one 
• 176791-95-0 (4R,5S)-1,5-Dimethyl-3-((2R,3S)-3-methyl-aziridine-2-carbonyl)-4-phenyl-imidazolidin-2-one 
• 176791-96-1 (4S,5R)-1-((2R,3S)-1-Acetyl-3-methyl-aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 

Downstream Products

• 197302-88-8 N-acetyl-D-threonine 
• 176792-02-2 (4S,5R)-1-((2R,3S)-3-Ethyl-aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 
• 139962-51-9 (4R,5S)-1,5-Dimethyl-3-((E)-pent-2-enoyl)-4-phenyl-imidazolidin-2-one 
• 128947-02-4 (4R,5S)-1,5-dimethyl-3-[(2E)-3-phenyl-2-propenoyl]-4-phenyl-2-imidazolidinone 
• 92841-65-1 (4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one 
• 176791-98-3 (4R,5S,2'R,3'S)-1,5-dimethyl-3-(2'-acetamido-3'-acetoxybutyryl)-4-phenylimidazolidin-2-one 
• 197232-62-5 N-[(1R,2S)-1-((4S,5R)-3,4-Dimethyl-2-oxo-5-phenyl-imidazolidine-1-carbonyl)-2-hydroxy-propyl]-acetamide 

Relevant academic research and scientific papers

Ring expansion of N-acetyl aziridine-2-imides to oxazoline-4-imides, useful precursors of pure β-hydroxy α-aminoacids

Optically active N-acyl aziridine 2-imides or α-carboxylates rearrange to oxazoline-4-imides or 4-carboxylates with high regio and stereo control. This ring expansion followed by mild hydrolisis allows the synthesis of enantiomerically pure β-hydroxy α-aminoacid precursors.

Synthesis of enantiomerically pure trans aziridine-2-carboxylates by diastereoselective Gabriel-Cromwell reaction

Benzyl aziridine-2-carboxylates have been obtained in high yield and selectivity by conjugate addition of ammonia to α,β-unsaturated chiral imides followed by treatment with lithium benzyloxide. A ring-expansion of the aziridine to an oxazoline allowed th