534573-29-0

Upstream product

• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 108-24-7 acetic anhydride 
• 534573-28-9 (2R,3R,4R,5R)-3,4-Dihydroxy-2-hydroxymethyl-5-(4-methoxy-phenyl)-pyrrolidine-1-carboxylic acid methyl ester 
• 304850-92-8 (2RS,5S)-N-(methoxycarbonyl)-5-(trityloxymethyl)-2-(p-methoxyphenyl)-3-pyrroline 
• 223595-45-7 (5S)-N-(methoxycarbonyl)-5-(trityloxymethyl)-2-pyrroline 
• 223595-49-1 (2S,5S)-N-(methoxycarbonyl)-5-(hydroxymethyl)-2-(p-methoxyphenyl)-3-pyrroline 

Downstream Products

• 59920-31-9 2,5-dideoxy-2,5-imino-D-mannitol 

Relevant academic research and scientific papers

Synthesis of dihydroxylated prolines and iminocyclitols from five-membered endocyclic enecarbamates. Total synthesis of the potent glycosidase inhibitor (2R,3R,4R,5R)-2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine (DMDP)

cis- and trans-3,4-Dihydroxylated prolines and the iminocyclitol 1,4-dideoxy-1,4-imino ribitol were synthesized employing a strategy involving the Heck arylation of five-membered endocyclic enecarbamates with aryldiazonium salts followed by oxidative cleavage of the electron-rich aromatic ring. The total synthesis of the potent α- and β-glucosidase inhibitor (2R,3R,4R,5R)-2,5-hydroxymethyl-3,4-dihydroxypyrrolidine (DMDP) was also achieved by the same strategy in ten steps from a chiral five-membered enecarbamate in 12% overall yield.