132592-38-2

Upstream product

• 1450984-45-8 (2R,3S)-2-((benzoxycarbonyl)amino)-1-[(tert-butyldimethylsilyl)oxy]hex-5-en-3-yl acetate 
• 337975-50-5 benzyl (2R,3S,5S)-3-acetoxy-2-((tert-butyldimethylsilyloxy)methyl)-5-(hydroxymethyl)pyrrolidine-1-carboxylate 
• 656827-17-7 (2R,3S)-2-(benzyloxycarbonyl)amino-hex-5-ene-1,3-diol 
• 132592-32-6 (5R,4S,2S)-4-hydroxy-5-((phenylmethoxy)methyl)-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester 
• 129001-58-7 O-(2-azido-4-O-benzoyl-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl) trichloroacetimidate 
• 128359-94-4 (5R,4S,2S)-4-acetoxy-5-((phenylmethoxy)methyl)-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester 
• 128359-95-5 (2S,4S)-Methyl 4-acetoxy-1-<<2-(trimethylsilyl)ethyl>oxycarbonyl>pyrrolidine-2-carboxylate 
• 132592-33-7 tert-butyldimethylsilyl 2-azido-4-O-benzoyl-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 129001-51-0 (5RS,4S,2S)-4-acetoxy-5-(phenylseleno)-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(2-(trimethylsilyl)ethyl) diester 
• 132592-30-4 (5R,4S,2S)-4-acetoxy-5-<(E)-1-<2-(methoxycarbonyl)ethenyl>>-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) diester 
• 120312-07-4 tert-butyldimethylsilyl 2-azido-3-O-benzyl-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside 
• 129001-54-3 (5R,4S,2S)-4-acetoxy-5-<(E)-1-<2(methoxycarbonyl)ethenyl>>-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(2-(trimethylsilyl)ethyl) diester 
• 129001-59-8 (2S,4S,5RS)-4,5-diacetoxy-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(2-(trimethylsilyl)ethyl) diester 
• 120312-08-5 2-azido-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-2-deoxy-β-D-glucopyranose 

Downstream Products

• 132621-15-9 N-<(2S,4S,5R)-4-<(2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-sulfo-β-D-glucopyranosyl)oxy>-5-(hydroxymethyl)-L-prolyl>-6-aminopenicillinic acid bis(phenylmethyl ester) 
• 132621-14-8 N-<(2S,4S,5R)-4-<(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)oxy>-5-(hydroxymethyl)-L-prolyl>-6-aminopenicillinic acid bis(phenylmethyl ester) 

Relevant academic research and scientific papers

Total Syntheses of Bulgecins A, B, and C and Their Bactericidal Potentiation of the β-Lactam Antibiotics

The bulgecins are iminosaccharide secondary metabolites of the Gram-negative bacterium Paraburkholderia acidophila and inhibitors of lytic transglycosylases of bacterial cell-wall biosynthesis and remodeling. The activities of the bulgecins are intimately

Electrochemical Oxidation of Proline Derivatives: Total Syntheses of Bulgecinine and Bulgecin C

The influence of structure on the efficiency of the electrochemical C-5 oxidation of (2S,4S)-hydroxyproline carbamate esters is presented.Optimum methoxylation was observed with (2S,4S)-4-acetoxy-1,2-pyrrolidine-dicarboxylic acid 2-methyl 1-(2-(trimethylsilyl)ethyl) ester (19).The corresponding C-5 methoxy derivative 20 was converted into bulgecinine (4) via a stereospecific radical homologation to incorporate the C-5 hydroxymethyl substituent.Bulgecin C (1c) was prepared via a β-stereoselective glycosidation reaction using a 2-azido-2-deoxy-α-D-glucopyranosyl trichloroacetimidate derivative, regiospecific C-4' sulfation, and deprotection.