199465-76-4

Upstream product

• 199465-73-1 (4R,5R,6R)-4,5-Dihydroxy-[1,2]oxazinane-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester 
• 199465-72-0 (R)-3,6-Dihydro-[1,2]oxazine-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester 
• 21651-12-7 (E)-2,4-pentadienoic acid 
• 199465-75-3 (3aR,4R,7aR)-2,2-Dimethyl-tetrahydro-1,3,5-trioxa-6-aza-indene-4,6-dicarboxylic acid 6-benzyl ester 4-methyl ester 

Downstream Products

• 105878-96-4 (1R,5S,6S)-7-benzyloxycarbonyl-3,3-dimethyl-6-hydroxymethyl-2,4-dioxa-7-aza-bicyclo[3.3.0]octane 
• 111193-64-7 methyl 1-benzyloxycarbonyl-(3S,4R)-isopropylidenedioxy-(2S)-pyrrolidinylcarboxylate 
• 95341-65-4 (2S,3S,4R)-3,4-dihydroxy-L-proline 

Relevant academic research and scientific papers

Straightforward Synthesis of Pyrrolidine Glycosidase Inhibitors via Asymmetric Hetero-Diels-Alder Reaction

Base-catalysed rearrangement of the oxazine-carboxylate 8, obtained from pentadienoic acid 4 by asymmetric hetero-Diels-Alder reaction followed by simple chemical transformations, led to the protected trihydroxy-proline 9. Using various reduction conditions, the potent glycosidase inhibitors 1,4-dideoxy-1,4-imino-D-lyxitol D-1 and 1,4-dideoxy-1,4-imino-L-ribitol L-2 were obtained.