745074-66-2

Upstream product

• 60656-87-3 benzyloxyacetoaldehyde 
• 119008-52-5 (S,S)-2,5-bis(methylsulfonyloxy)hexane 
• 834880-35-2 (2R,5R)-1-amino-2,5-dimethylpyrrolidine 
• 34338-96-0 (2S,5S)-2,5-hexanediol 

Downstream Products

• 745074-78-6 cis-(3R,4R)-3-[benzyl(benzyloxycarbonyl)amino]-4-(benzyloxymethyl)azetidin-2-one 
• 745074-71-9 cis-(3R,4R)-3-[benzyl(benzyloxycarbonyl)amino]-1-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]-4-(benzyloxymethyl)azetidin-2-one 

Relevant academic research and scientific papers

Stereoselective, temperature-dependent [2+2] cycloaddition of N,N-dialkylhydrazones to N-benzyl-N-(benzyloxycarbonyl)aminoketene

The Staudinger-like [2+2] cycloaddition of aliphatic hydrazones derived from (2R,5R)-1-amino-2,5-dimethylpyrrolidine to N-benzyl-N-(benzyloxycarbonyl) aminoketene takes place to afford the corresponding β-lactams in good yields when iPr2EtN is

Asymmetric synthesis of trans-3-amino-4-alkylazetidin-2-ones from chiral N,N-dialkylhydrazones

Enantiopure N,N-dialkylhydrazones 3 smoothly react with N-benzyloxycarbonyl-N-benzyl glycine as an aminoketene precursor to afford trans-3-amino-4-alkylazetidin-2-ones 4 as single diasteromers. As an exception, hydrazone 3f (R = OBn) affords cis-(3R,4R)-4