108182-63-4

Upstream product

• 19877-13-5 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-enofuranose 
• 107-18-6 allyl alcohol 
• 23558-05-6 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose 
• 108788-49-4 ethyl (E)-[3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]-heptofuran-5-en-uronate 
• 72383-09-6 (E)-5,6-didehydro-5,6-dideoxy-3-O-benzyl-1,2-O-isopropylidene-α-D-xylo-heptodialo-1,4-furanose 

Downstream Products

• 1108179-34-5 (E)-3-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]-dioxol-5-yl)-allyl methyl carbonate 
• 1289557-62-5 3-O-benzyl-5,6,7-trideoxy-1,2-O-isopropylidene-5-(methoxythiocarbonylamino)-α-D-gluco-hept-6-enfuranose 
• 1289557-66-9 3-O-benzyl-5,6,7-trideoxy-1,2-O-isopropylidene-5-(methoxycarbonylamino)-α-D-gluco-hept-6-enfuranose 
• 1289557-70-5 C₁₈H₂₃NO₈ 
• 1289557-72-7 methyl 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-(methoxycarbonylamino)-α-D-gluco-hexofuranuronate 
• 1289557-76-1 methyl 1,2-di-O-acetyl-3-O-benzyl-5-deoxy-5-(methoxycarbonylamino)-α-D-gluco-hexofuranuronate 
• 1289557-78-3 methyl 1,2-di-O-acetyl-3-O-benzyl-5-deoxy-5-(methoxycarbonylamino)-β-D-gluco-hexofuranuronate 
• 1351054-45-9 C₁₇H₂₄O₇ 
• 1289557-59-0 3-O-benzyl-5,6,7-trideoxy-1,2-O-isopropylidene-5-isothiocyanato-β-L-ido-hept-6-enfuranose 
• 1289557-58-9 3-O-benzyl-5,6,7-trideoxy-1,2-O-isopropylidene-5-isothiocyanato-α-D-gluco-hept-6-enfuranose 
• 1289557-56-7 (E)-3-O-benzyl-5,6,7-trideoxy-1,2-O-isopropylidene-7-thiocyanato-α-D-xylo-hept-5-enfuranose 
• 108788-56-3 6-azide-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-7-O-p-toluenesulfonyl-α-D-glycero-D-gluco-heptofuranose 
• 108788-57-4 6-azide-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-7-O-p-toluenesulfonyl-α-L-glycero-L-ido-heptofuranose 
• 108788-53-0 6-azido-3-O-benzyl-6-deoxy-1,2-O-isopropylidene-β-L-glycero-L-ido-hepto-1,4-furanose 

Relevant academic research and scientific papers

Chain elongation of monosaccharides by sequential cross metathesis and asymmetric dihydroxylation: Expeditious approach to higher sugars

Glucose-derived alkenes were homologated via chain elongation to afford higher sugars by the application of cross metathesis with an alkene followed by Sharpless asymmetric dihydroxylation. Heptose, octose, nonose, and decose derivatives were expeditiousl

A short stereoselective synthesis of the protected uracil 3′-epi-polyoxin C

A short synthetic approach to the protected uracil 3′-epi-polyoxin C 20 has been developed. The stereoselective [3,3]-sigmatropic rearrangement of the corresponding 7-thiocyanato-α-d-xylo-hept-5-enfuranose 6 was employed as the key step to construct the C-5 stereocentre in 5-isothiocyanato-α-d- gluco-hept-6-enfuranose 8 and the formal synthesis of uracil 3′-epi-polyoxin C has been accomplished for the first time. This synthesis provides a facile method for multigram scale preparation and thus is useful for the research into the polyoxins' structure-activity relationship and to search for more potent and effective anticandidal agents.

THE SYNTHESIS OF SOME SEVEN-CARBON SUGARS via THE OSMYLATION OF OLEFINIC SUGARS

The stereochemical outcome of the catalytic osmylation of 6,7-dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-hept-6-enopyranose (10), 5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-enofuranose, (E)- and (Z)-3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-enofuranose (20 and 27, respectively), methyl (Z)-3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-enofuranuronate (26), (E)-3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-ribo-hept-5-enofuranose, benzyl (E)- and (Z)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside (46 and 50, respectively), and methyluronate (49) has been examined.Such oxidations led to satisfactory syntheses of L-glycero-D-gluco-heptose and the corresponding heptitol (from 20), L-glycero-D-gulo-heptitol (from 26), D-glycero-D-gluco-heptitol (from 27), D-glycero-D-galacto-heptitol (from 10 and 46), (meso)-glycero-gulo-heptitol (from 49), and D-glycero-D-manno-heptitol (from 50).