490015-41-3

Upstream product

• 501-53-1 benzyl chloroformate 

Downstream Products

• 490015-48-0 (2R,3R,5R)-3-Hydroxy-2-hydroxymethyl-5-methoxycarbonylmethyl-pyrrolidine-1-carboxylic acid benzyl ester 
• 490015-42-4 (2R,4R,5R)-4-tert-butyldimethylsilyloxy-5-tert-butyldimethylsilyloxymethyl-2-methoxycarbonylmethyl-1-(benzyloxycarbonyl)pyrrolidine 
• 490015-44-6 (2R,4R,5R)-4-tert-butyldimethylsilyloxy-5-hydroxymethyl-2-methoxycarbonylmethyl-1-(benzyloxycarbonyl)pyrrolidine 
• 490015-49-1 (2S,3R,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-methoxycarbonylmethyl-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 
• 490015-43-5 (2R,4R,5R)-4-tert-butyldimethylsilyloxy-5-hydroxymethyl-2-methoxycarbonylmethyl-1-(benzyloxycarbonyl)pyrrolidine 

Relevant academic research and scientific papers

Asymmetric synthesis of the carbapenam core from serine

The stereospecific synthesis of the functionalized carbapenam core 16 from the serine-derived trisubstituted pyrrolidine 9 is reported. The synthetic strategy relies on synthesizing an appropriately functionalized pyrrolidine, followed by an intramolecular azetidone formation utilizing a modified Mukiyama reagent. The efficient one-pot conversion of the benzenesulfonamide-protected pyrrolidine 9 to the Cbz-protected pyrrolidine 10 is also reported.