157659-19-3

Upstream product

• 112791-04-5 (4R,5S)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 
• 102-92-1 Cinnamoyl chloride 
• 293734-23-3 (4S,5R,3'R)-3-(3'-benzyloxyamino-3'-phenylpropanoyl)-1,5-dimethyl-4-phenylimidazolin-2-one 

Downstream Products

• 293734-22-2 (4S,5R,3'S)-3-(3'-benzyloxyamino-3'-phenylpropanoyl)-1,5-dimethyl-4-phenylimidazolin-2-one 
• 293734-23-3 (4S,5R,3'R)-3-(3'-benzyloxyamino-3'-phenylpropanoyl)-1,5-dimethyl-4-phenylimidazolin-2-one 
• 293734-24-4 3-[(2'-aziridinyl-3'-phenyl)carbonyl]-(4S,5R,2'R,3'S)-1,5-dimethyl-4-phenyl-imidazolin-2-one 
• 293734-29-9 (4S,5R,2'S,3'R)-1,5-dimethyl-4-phenyl-3-[(3'-phenyl-2'-aziridinyl)carbonyl]imidazolin-2-one 
• 293734-25-5 (4S,5R,2'R,3'S,2''S)-3-{[2'-aziridinyl-1'-(2''-fluorenylmethoxycarbonylamino-4''-methylpentanoyl)-3'-phenyl]carbonyl}-1,5-dimethyl-4-phenylimidazolin-2-one 
• 293734-26-6 (4R,5S,4'R,5'S,1''S)-4-[(1',5'-dimethyl-4'-phenylimidazolin-2'-on-3'-yl)carbonyl]-2-(1''-fluorenylmethoxycarbonylamino-3''-methyl-1''-butyl)-4,5-dihydro-5-phenyloxazole 
• 293734-30-2 (4R,5S,4'S,5'R,1''S)-4-[(1',5'-dimethyl-4'-phenylimidazolin-2'-on-3'-yl)carbonyl]-2-(1''-fluorenylmethoxycarbonylamino-3''-methyl-1''-butyl)-4,5-dihydro-5-phenyloxazole 
• 293734-31-3 (4S,5R,2'S,3'R,2''S)-3-[2'-(2''-fluorenylmethoxycarbonylamino-4''-methylpentanoyl)amino-3'-hydroxy-3'-phenylpropionyl]-1,5-dimethyl-4-phenylimidazolin-2-one 
• 1612798-16-9 (4S,5R)-1,5-dimethyl-4-phenyl-3-((R)-3,4,4-triphenyl-4-(trimethylsilyloxy)butanoyl)-imidazolidin-2-one 
• 1612798-27-2 (R)-3'-phenyl-10,11-dihydro-3'H-spiro[dibenzo[a,d][7]annulene-5,2'-furan]-5'(4'H)-one 
• 1612798-20-5 (4R,5S)-1-((R)-4-Hydroxy-3,4,4-triphenylbutanoyl)-3,4-dimethyl-5-phenylimidazolidin-2-one 

Relevant academic research and scientific papers

Synthesis of the phenylserine - leucine dipeptide fragment present in the antibiotic lysobactin from an aziridine-2-imide precursor

The ring expansion of (2R',3S') or (2S',3R')-N-(α-amino acyl)aziridine- 2-imides and the mild hydrolysis of the resulting oxazoline-4-imides gives (2R,3S)-phenylserine-leucine or (2S,3R)-phenylserine-leucine dipeptides. In particular, the latter fragment is present in the depsipeptide antibiotic Lysobactin.

Dibutylboron triflate promoted conjugate addition of benzylic and allylic organocopper reagents to chiral α,β-unsaturated N-acyl imidazolidinones

The organocopper-Lewis acid system, RCu-TMEDA-Bu2BOTf, is useful for conjugate addition to highly constrained chiral α,β-unsaturated N-acyl imidazolidinones. In comparison with the corresponding TMSCl-activated reagents, Bu2BOTf exhi