800407-09-4

Upstream product

• 247144-48-5 (E)-3-((2R,3R,4R,5S)-3-Benzyloxy-4,5-dihydroxy-tetrahydro-furan-2-yl)-acrylic acid ethyl ester 
• 108788-49-4 ethyl (E)-[3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]-heptofuran-5-en-uronate 
• 800407-08-3 (3aS,6R,6aR)-4-Benzyl-6-benzyloxy-hexahydro-furo[3,2-b]pyrrol-2-one 

Downstream Products

• 893403-01-5 (2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-(2-tert-butyldimethylsilyloxyethyl)pyrrolidin-3-ol 
• 893403-02-6 2-((2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)pyrrolidin-2-yl)ethanol 
• 893403-09-3 ((2S,3R,4R)-1-Benzyl-3,4-bis-benzyloxy-pyrrolidin-2-yl)-acetaldehyde 
• 160798-30-1 (1R,2R,8aS)-octahydroindolizine-1,2-diol 
• 893402-99-8 (2S,3R,4R)-1-benzyl-4-benzyloxy-2-(2-tert-butyldimethylsilyloxyethyl)pyrrolidin-3-ol 
• 687992-26-3 1,4,5-trideoxy-1,4-imino-L-xylo-hexitol 

Relevant academic research and scientific papers

Synthesis of (-)-lentiginosine, its 8a-epimer and dihydroxylated pyrrolizidine alkaloid from d-glucose

The d-glucose derived α,β-unsaturated ester 5 on 1,2-acetonide deprotection, oxidative diol cleavage followed by treatment with N-benzylamine in the presence of NaBH3CN undergoes reductive amination and a concomitant intramolecular conjugate ad

The intramolecular conjugate addition of benzylamine to a D-glucose derived α,β-unsaturated ester: An efficient synthesis of trihydroxylated pyrrolidine alkaloids as potential glycosidase inhibitors

A short and efficient synthesis of 1,4,5-trideoxy-1,4-imino-l-xylo-hexitol 2a and 1,4,5-trideoxy-1,4-imino-d-arabino-hexitol 2b is reported using the intramolecular conjugate addition of in situ generated benzylamine to the α,β-unsaturated ester 4, derived from d-glucose, as the key step.