675124-75-1

Upstream product

• 501-53-1 benzyl chloroformate 
• 596823-42-6 (+)-methyl [(2S,4S,5R,S_S)-2-phenyl-5-(2-phenylethyl)-1-(p-tolylsulfinyl)-1,3-imidazolidin-4-yl]carboxylate 

Downstream Products

• 948591-07-9 (+)-methyl [(2S,3R)-2-(benzyloxycarbonylamino)-3-(chloroacetylamino)-5-phenyl]pentanoate 
• 675124-86-4 (-)-methyl [(2S,3R)-3-amino-2-(benzyloxycarbonylamino)-5-phenyl]pentanoate 

Relevant academic research and scientific papers

Synthesis of enantiopure vicinal diaminoesters and ketopiperazines from N-sulfinylimidazolidines

A short and efficient synthesis of mono- and bicyclic ketopiperazines bearing methoxycarbonyl substituents is described. The route entails selective protection and solvolysis of N-sulfinylimidazolidines to provide vicinal diaminoesters with the nitrogen a

Fine-Tuned Aminal Cleavage: A Concise Route to Differentially Protected Enantiopure syn-α,β-Diamino Esters

A survey of routes for aminal cleavage of N-sulfinylimidazolidines has been carried out, and selective conditions to cleave the aminal moiety while preserving the sulfinamide group unaltered have been found. Thus, the treatment of enantiopure N-sulfinylimidazolidines with aqueous H3PO 4 in THF affords enantiopure N-sulfinyldiamino esters in excellent yields, while the presence of MeOH as cosolvent allows for the simultaneous removal of the sulfinamide group and aminal cleavage. The behavior of these substrates in a variety of chemical transformations has been explored.