199122-48-0

Upstream product

• 199122-45-7 (4R,5S)-1,5-dimethyl-3-{3'-[(tert-butoxycarbonyl)(benzyloxy)amino]propanoyl}-4-phenylimidazolidin-2-one 
• 139109-23-2 (4R,5S)-1,5-dimethyl-4-phenyl-3-(2-propenoyl)-2-imidazolidinone 
• 473907-77-6 (4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one-3-(2',3'-dibromopropionyl) 
• 199122-40-2 (4S,5R)-1-(3-Benzyloxyamino-propionyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 

Downstream Products

• 199122-40-2 (4S,5R)-1-(3-Benzyloxyamino-propionyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 
• 139109-23-2 (4R,5S)-1,5-dimethyl-4-phenyl-3-(2-propenoyl)-2-imidazolidinone 
• 260784-00-7 (4R,5S,2'R,2''S)-1,5-dimethyl-3-[3'-(2''-acetamido-4''-methylpentanoyl)amino-2'-hydroxypropionyl]-4-phenylimidazolidin-2-one 
• 260783-99-1 (5R,4'R,5'S,1''S)-4,5-dihydro-2-(1''-acetamido-3''-methyl-1''-butyl)-5-[(1',5'-dimethyl-4'-phenylimidazolidin-2'-on-3'-yl)carbonyl]oxazole 
• 260783-98-0 (4R,5S,2'R,2''S)-1,5-dimethyl-3-{[1'-(2''-acetamido-4''-methylpentanoyl)-2'-aziridinyl]carbonyl}-4-phenylimidazolidin-2-one 

Relevant academic research and scientific papers

Dipeptides containing D-serine or D-isoserine from the same (R)-aziridine-2-imide by a simple reversal of the synthetic procedure

The ring expansion of 3-unsubstituted (R)-aziridine-2-imide- containing dipeptide under acidic conditions gives rise to oxazoline-5-imide regio and stereoselectively, which can be hydrolysed to the dipeptide containing D-isoserine. On the other hand, the ring opening of 3-unsubstituted (R)-aziridine-2-ester dipeptide, easily obtained from the same (R)-aziridine, gives the regioisomeric dipeptide containing D-serine.

Synthesis of enantiomerically pure aziridine-2-imides by cyclization of chiral 3-benzyloxyamino imide enolates

Aziridine-2-imides are prepared both in high yield and high diastereoselectivity from chiral 3'-benzyloxyamino imides 2, 3, and 8 by treatment with triethylamine in the presence of either TiCl4 or AlMe2Cl. 2 and 3 are easily obtained