316172-35-7

Upstream product

• 85716-44-5 methyl 2,3,4-tri-O-benzyl-α-d-xylo-hex-5-enopyranoside 
• 6984-65-2 methyl 2,3,4-tri-O-trimethylsilyl-5-methylene-α-D-xylopyranoside 
• 6304-96-7 methyl 2,3,4-tri-O-acetyl-6-deoxy-6-iodo-α-D-glucopyranoside 
• 6217-21-6 methyl 2,3,4-tri-O-acetyl-6-desoxy-α-D-xylo-hex-5-enopyranoside 
• 20771-10-2 1-O-methyl-2,3,4-tri-O-trimethylsilyl-α-D-glucopyranoside 
• 59578-04-0 methyl 2,3,4-tri-O-trimethylsilyl-6-deoxy-6-iodo-α-D-glucopyranoside 
• 13265-83-3 methyl 6-deoxy-α-D-xylo-hex-5-enopyranoside 
• 439614-74-1 (3S,5S,6R,7R,8S)-6,7,8-Tris-benzyloxy-5-methoxy-1,4-dioxa-spiro[2.5]octane 

Downstream Products

• 316172-40-4 2,3,4-tri-O-benzyl-5-O-tert-butyldimethylsilyl-1,6-anhydro-β-L-idopyranos-5-ulose 
• 439614-80-9 1-O-(2-bromobenzoyl)-2,3,4-tri-O-benzyl-β-D-xylohexoseptanosid-5-ulose 
• 316172-37-9 2,3,4-tri-O-benzyl-5-O-methyl-1,6-anhydro-β-L-idopyranos-5-ulose 

Relevant academic research and scientific papers

Synthesis of D-hexos-5-uloses by novel in situ hydrolysis of epoxides derived from 6-deoxyhex-5-enopyranosides.

[reaction: see text] Epoxides derived from 2,3, 4-tri-O-protected-6-deoxyhex-5-enopyranosides are hydrolyzed in situ to ultimately give novel protected-D-hexos-5-ulose derivatives (sugar 1,5-dicarbonyls, 5-ketohexoses) in moderate to high yields. The prod

The fluorination (at C5) of some derivatives of D-glucose

The photobromination of various per-esters of β-D-glucopyranose and α- and β-D-glucopyranosyl fluoride has yielded 5-bromo derivatives capable of conversion into the corresponding 5-fluorides. The best reagent for this conversion was found to be silver te

A study of the epoxidation of 6-deoxyhex-5-enopyranosides. 1,5-Dicarbonyl derivatives and novel synthetic routes to D-xylo-hexos-5-ulose and D-lyxo-hexos-5-ulose

The work described deals with the isolation and characterization of epoxides from 6-deoxyhex-5-enopyranosides and preliminary exploration of their synthetic potential. Prolonged epoxidation reaction times led to their hydrolysis in situ and gave novel protected D-hexos-5-ulose derivatives (sugar 1,5-dicarbonyls). Some reactions of the hexos-5-uloses were studied, and in some cases septanoside (seven-membered-ring saccharide) derivatives were isolated. Novel routes to D-xylohexos-5-ulose and D-lyxo-hexos-5-ulose, of interest as intermediates in the synthesis and biosynthesis of inositols and aza sugars, are also described. The structures of the epoxides and novel hexos-5-uloses were established by NMR and X-ray crystallographic methods.