110289-27-5

Upstream product

• 129829-29-4 (3S,4R)-1-benzyl-3<(S)-4-phenyloxazolidinyl>-4-styrylazetidin-2-one 
• 144492-44-4 (R)-4-[(E)-Benzylimino-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 144512-27-6 (S)-4-[(E)-Benzylimino-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 99333-53-6 ((R)-2-Oxo-4-phenyl-oxazolidin-3-yl)-acetic acid ethyl ester 
• 90319-52-1 (4R)-phenyl-2-oxazolidinone 
• 123882-32-6 2-[(R)-2-oxo-4-phenyloxazolidin-3-yl]acetic acid 
• 100-46-9 benzylamine 
• 144492-69-3 cis-(3R,4S)-1-benzyl-3-<(R)-2-oxo-4-phenyloxazolidin-3-yl>-4-<(S)-3-<(tert-butoxycarbonyl)amino>-2,2-dimethyloxazolidin-4-yl>azetidin-2-one 
• 144541-27-5 cis-(3R,4S)-1-benzyl-3-<(R)-2-oxo-4-phenyloxazolidin-3-yl>-4-<(R)-3-<(tert-butoxycarbonyl)amino>-2,2-dimethyloxazolidin-4-yl>azetidin-2-one 
• 112674-71-2 (R)-(2-oxo-4-phenyl-1,3-oxazolidin-3-yl)acetyl chloride 
• 100777-91-1 (2S)-2,3-O-isopropylideneglyceraldehyde N-benzylimine 
• 184716-91-4 (R)-3-[(2R,3R)-1-Benzyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-oxo-azetidin-3-yl]-4-phenyl-oxazolidin-2-one 
• 316821-35-9 (R)-3-[(2S,3R)-2-((R)-1-Amino-2-hydroxy-ethyl)-1-benzyl-4-oxo-azetidin-3-yl]-4-phenyl-oxazolidin-2-one 
• 99333-60-5 (4R,3'R,4'R)-3-<2'-oxo-4'-(2-phenylethenyl)-1'-(phenylmethyl)-3'-azetidinyl>-4-phenyl-2-oxazolidinone 

Downstream Products

• 99333-66-1 1-benzyl-3β-[(S)-4-phenyloxazolidin-2-one-3-yl]-4β-hydroxymethylazetidin-2-one 
• 135821-30-6 (4R,3'R,4'R)-3-<4'-(hydroxymethyl)-2'-oxo-1'-(phenylmethyl)-3'-azetidinyl>-4-phenyl-2-oxazolidinone 
• 184423-89-0 (2S,3S)-1-Benzyl-4-oxo-3-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-azetidine-2-carboxylic acid 

Relevant academic research and scientific papers

A study on the asymmetric synthesis of β-lactams through double stereodifferentiating cycloaddition reactions

The cycloaddition reaction of chiral aminoketenes, generated from their corresponding acid chlorides and triethylamine, with chiral imines is evaluated as the most direct approach for the construction of cis-β-lactams with the absolute stereochemistry at the C3 and C4 positions being controlled by the ketene partner, independently of the absolute stereochemistry of the imine component.

The asymmetric synthesis of β-lactam antibiotics. I. Application of chiral oxazolidones in the Staudinger Reaction

The reactions of oxazolidone with N-benzylimines proceed with exceptional levels of asymmetric induction to form the cycloadducts. Subsequent dissolving metal reduction affords the homochiral β-lactam derivatives in good overall yield.