192211-53-3

Upstream product

• 16838-89-4 2,3,5-tri-O-benzyl-L-xylofuranose 
• 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 
• 41546-31-0 L-xylose 
• 100-39-0 benzyl bromide 

Downstream Products

• 192211-56-6 ((2R,3R,4R,5S)-2-Benzylamino-3,4,6-tris-benzyloxy-1,1-difluoro-5-hydroxy-hexyl)-phosphonic acid diethyl ester 
• 192211-59-9 ((2S,3R,4R,5S)-2-Benzylamino-3,4,6-tris-benzyloxy-1,1-difluoro-5-hydroxy-hexyl)-phosphonic acid diethyl ester 
• 440104-35-8 (2S,3R,4R,5S)-5-benzylamino-1,3,4-O-tribenzyl-6-vinyl-1,2,3,4-hexanetetraol 
• 440104-33-6 (2S,3R,4R,5R)-5-benzylamino-1,3,4-O-tribenzyl-6-vinyl-1,2,3,4-hexanetetraol 
• 192211-63-5 [((2R,3R,4R,5S)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl)-difluoro-methyl]-phosphonic acid diethyl ester 
• 192211-60-2 [((2S,3R,4R,5S)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl)-difluoro-methyl]-phosphonic acid diethyl ester 
• 595559-93-6 2-((2S,3R,4R,5R)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl)-ethanol 
• 595559-92-5 2-((2R,3R,4R,5R)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl)-ethanol 
• 440104-47-2 (R)-3-((2S,3R,4R,5R)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl)-propane-1,2-diol 
• 440104-45-0 (S)-3-((2S,3R,4R,5R)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl)-propane-1,2-diol 
• 440104-40-5 (R)-3-((2R,3R,4R,5R)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl)-propane-1,2-diol 
• 440104-43-8 (S)-3-((2R,3R,4R,5R)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl)-propane-1,2-diol 
• 440104-39-2 (2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-benzyloxymethyl-2-(2-propenyl)pyrrolidine 
• 440104-37-0 (2R,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-benzyloxymethyl-2-(2-propenyl)pyrrolidine 

Relevant academic research and scientific papers

Synthesis and glycosidase inhibition potency of all-trans substituted 1-C-perfluoroalkyl iminosugars

Synthetic analogues of the naturally occurring iminosugar homoDMDP, which feature a perfluoroalkyl group at the pseudo-anomeric position, have been synthesized from the corresponding sugar-derived cyclic aldonitrone. The new fluorinated iminosugars as wel

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.

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 (difluoromethyl)phosphonate azasugars designed as inhibitors for glycosyl transferases

Polyhydroxylated pyrrolidines (azasugars) bearing a (difluoromethylene)phosphonate group at the pseudoanomeric position are prepared by nucleophilic opening of arabino-, ribo- and xylo-furanosylamine with diethyl (lithiodifluoromethyl)phosphonate followed by cyclisation of the amino phosphonate products obtained.