112283-39-3

Upstream product

• 75468-46-1 p-nitrobenzyl 5(R)-carbapen-2-em-3-carboxylate 
• 123360-95-2 (R)-4-(2-Carboxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 123385-56-8 (E)-(R)-6-(2,2,2-Trichloro-ethoxycarbonylamino)-hept-2-enedioic acid 1-tert-butyl ester 7-methyl ester 
• 123360-97-4 (R)-4-((E)-4-tert-Butoxycarbonyl-but-3-enyl)-5-oxo-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 131852-49-8 (2S,5R)-5-tert-Butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 523988-38-7 (2S,5S)-1-azabicyclo[3.2.0]heptan-7-one-2-carboxylic acid methyl ester 
• 571200-58-3 (3S,5S)-carbapenam carboxylic acid benzyl ester 
• 192314-71-9 methyl (S)-2-N,N-di(tert-butoxycarbonyl)amino-5-oxopentanoate 
• 206128-03-2 (S)-dimethyl 2-(bis(tert-butoxycarbonyl)amino)pentanedioate 
• 1026369-94-7 C₂₂H₃₇NO₈ 
• 603127-33-9 (2S,5S)-5-Carboxymethyl-pyrrolidine-2-carboxylic acid methyl ester 
• 646505-03-5 (2S,5R)-1-Benzyl-5-tert-butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester 
• 646505-02-4 (S)-1-Benzyl-5-[1-tert-butoxycarbonyl-meth-(E)-ylidene]-pyrrolidine-2-carboxylic acid 4-nitro-benzyl ester 

Relevant academic research and scientific papers

Convenient syntheses of (3S,5S)-carbapenam-3-carboxylates and their biosynthetic relevance

Starting from readily available glutamate derivatives, facile stereoselective syntheses of (3S,5S)-carbapenam-3-carboxylates have been developed. Their significance in confirming the absolute configuration of the natural material is discussed.

Carbapenem biosynthesis: Confirmation of stereochemical assignments and the role of CarC in the ring stereoinversion process from L-Proline

(5R)-Carbapen-2-em-3-carboxylic acid is the simplest structurally among the naturally occurring carbapenem β-lactam antibiotics. It co-occurs with two saturated (3S,5S)- and (3S,5R)-carbapenam carboxylic acids. Confusion persists in the literature about t