121250-70-2

Upstream product

• 20398-90-7 6-azido-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose 
• 128984-78-1 Trifluoro-methanesulfonic acid (3R,4S,5R)-5-((S)-2-amino-1-benzyloxy-ethyl)-4-benzyloxy-2-methoxy-tetrahydro-furan-3-yl ester 
• 501-53-1 benzyl chloroformate 
• 121195-21-9 methyl 3,5-di-O-benzyl-2,6-dideoxy-2,6-imino-D-mannofuranoside 
• 37776-17-3 5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-β-L-idofuranose 
• 100-39-0 benzyl bromide 
• 115351-18-3 1,2-O-isopropylidene-3,5-di-O-benzyl-6-azido-6-deoxy-β-L-idofuranose 
• 121195-21-9 (1R,4S,5R,8R)-4,8-Bis-benzyloxy-7-methoxy-6-oxa-2-aza-bicyclo[3.2.1]octane 

Downstream Products

• 19130-96-2 1,5-dideoxy-1,5-imino-D-glucitol 
• 128984-81-6 N-benzyloxycarbonyl-2,4-di-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 134198-41-7 3,5-di-O-benzyl-N-benzyloxycarbonyl-2,6-dideoxy-2,6-imino-D-mannose 
• 14199-63-4 1-deoxymannojirimycin 
• 121195-27-5 2,4-di-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-mannitol 
• 121195-28-6 3,5-di-O-benzyl-N-benzyloxycarbonyl-2,6-dideoxy-2,6-imino-D-mannono-1,4-lactone 
• 121195-23-1 (2S,3R,4R,5R)-3,5-Bis-benzyloxy-4-hydroxy-piperidine-1,2-dicarboxylic acid 1-benzyl ester 
• 113000-77-4 (2S,3R,4R,5R)-3,4,5-trihydroxypipecolic acid 

Relevant academic research and scientific papers

SYNTHESIS OF DEOXYNOJIRIMYCIN AND OF NOJIRIMYCIN δ-LACTAM

The syntheses of nojirimycin δ-lactam and of deoxynojirimycin from a divergent ido-furanose intermediate are reported.

A PRACTICAL SYNTHESIS OF DEOXYMANNOJIRIMYCIN AND OF (2S,3R,4R,5R)-3,4,5-TRIHYDROXYPIPECOLIC ACID FROM D-GLUCOSE

Deoxymannojirimycin may be prepared in moderate amounts in an overall yield of 35percent in ten steps from diacetone glucose; the key step is formation of the piperidine ring by intramolecular nucleophilic displacement of a triflate at C-2 of a methyl glucofuranoside by a nitrogen function at C-6, irrespective of the anomeric configuration of the sugar.A synthesis of (2S,3R,4R,5R)-3,4,5-trihydroxypipecolic acid is reported.