440104-39-2

Upstream product

• 192211-53-3 N-benzyl-2,3,5-tri-O-benzyl-L-xylofuranosylamine 
• 100-46-9 benzylamine 
• 169736-18-9 (2S,3R,4S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-methoxyoxolane 
• 13039-67-3 (2S,3S,4S)-2-(hydroxymethyl)-5-methoxyoxolane-3,4-diol 
• 16838-89-4 2,3,5-tri-O-benzyl-L-xylofuranose 
• 41546-31-0 L-xylose 
• 100-39-0 benzyl bromide 
• 440104-35-8 (2S,3R,4R,5S)-5-benzylamino-1,3,4-O-tribenzyl-6-vinyl-1,2,3,4-hexanetetraol 

Downstream Products

• 440104-45-0 (S)-3-((2S,3R,4R,5R)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl)-propane-1,2-diol 
• 440104-47-2 (R)-3-((2S,3R,4R,5R)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl)-propane-1,2-diol 
• 595559-93-6 2-((2S,3R,4R,5R)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl)-ethanol 

Relevant academic research and scientific papers

A convenient synthesis of iminosugar-C-glycosides via organometallic addition to N-benzyl-N-glycosylhydroxylamines

N-Benzyl-N-glycosylhydroxylamines were prepared in very good yield via condensation of furanoses and pyranoses with N-benzylhydroxylamine at 110°C for 30 min under solvent-free conditions. These anomeric sugar-hydroxylamines exist in equilibrium with the

A facile and rapid route to a new series of pyrrolizidines structurally related to (+)-alexine and (+)-australine

Addition of allylmagnesium chloride to protected L-xylofuranosylamine gave, after intramolecular cyclization, the corresponding polyhydroxylated 2-allylpyrrolidines. New series of analogues of (+)-alexine and (+)-australine were readily obtained from these intermediates by dihydroxylation, intramolecular nucleophilic displacement and subsequent deprotection. The determination of the configuration at the newly formed stereocentres was based on NMR experiments. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

Synthesis of 6-deoxy-homoDMDP and its C(5)-epimer: Absolute stereochemistry of natural products from Hyacinthus orientalis

A concise enantioselective synthesis of 2,5-imino-2,5,6-trideoxy-D-manno-heptitol (6-deoxy-homoDMDP) and 2,5-imino-2,5,6-trideoxy-L-gulo-heptitol has been achieved. These compounds were used as stereochemical references to establish the absolute configuration of the corresponding naturally occurring stereoisomers, recently isolated from Hyacinthus orientalis.