30319-44-9

Upstream product

• 87-72-9 L-xylopyranose 
• 98-88-4 benzoyl chloride 
• 609-06-3 L-xylose 
• 110-86-1 pyridine 
• 58-86-6 D-xylose 
• 67-66-3 chloroform 
• 22435-09-2 1,2,3,4-tetra-O-benzoyl-β-D-xylopyranoside 
• 7677-24-9 trimethylsilyl cyanide 
• 87-72-9 D-Xylose 
• 93-97-0 benzoic acid anhydride 
• 6763-34-4 D-xylose 
• 30319-42-7 1,2,3,4-tetra-O-benzoyl-α-D-arabinopyranose 
• 1087699-39-5 1,2,3,4-tetra-O-benzoyl-α-L-arabinopyranose 
• 22434-99-7 1,2,3,4-tetra-O-benzoyl-β-D-arabinopyranose 

Downstream Products

• 1207607-96-2 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl bromide 
• 15356-05-5 1,1-bis-benzoylamino-D-1-deoxy-xylitol 
• 14262-83-0 2,3,4-tri-O-benzoyl-α-D-xylopyranosyl bromide 
• 56933-07-4 2,3,4-tri-O-benzoyl-D-xylopyranose 
• 947259-02-1 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl tricholoroacetimidate 
• 432519-23-8 2,3,4-tri-O-benzoyl-α-D-xylopyranosyl trichloroacetimidate 
• 3862-87-1 2,3,4-tri-O-benzoyl-β-D-xylopyranosyl fluoride 
• 4163-50-2 Tri-O-benzoyl-α-D-xylopyranosylfluorid 
• 56933-07-4 2,3,4-tetra-O-benzoyl-α-D-xylopyranosyl bromide 
• 1356839-62-7 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2,3,4-tri-O-benzoyl-β-D-xylopyranoside 

Relevant academic research and scientific papers

Synthesis of a Tridecasaccharide Lipooligosaccharide Antigen from the Opportunistic Pathogen Mycobacterium kansasii

The outer surfaces of mycobacteria, including the organism that causes tuberculosis, are decorated with an array of immunomodulatory glycans. Among these are lipooligosaccharides (LOSs), a class of molecules for which the function remains poorly understoo

Delta-oleanolic acid saponin compound and medical application thereof

The invention discloses a delta-oleanolic acid saponin compound and medical application thereof. The delta-oleanolic acid saponin compound is a compound with a structural formula shown as a formula (I), and pharmaceutically acceptable salt or ester or pro

Total syntheses of schizandriside, saracoside and (±)-isolariciresinol with antioxidant activities

Lignans are widely distributed in plants and exhibit significant pharmacological effects, including anti-tumor and antioxidative activities. Here, we describe the total synthesis of schizandriside (1), a compound we previously isolated from Saraca asoca b

Total synthesis of agalloside, isolated from: Aquilaria agallocha, by the 5-O-glycosylation of flavan

Agalloside (1) is a neural stem cell differentiation activator isolated from Aquilaria agallocha by our group using Hes1 immobilized beads. We conducted the first total synthesis of agalloside (1) via the 5-O-glycosylation of flavan 25 using glycosyl fluoride 20 in the presence of BF3·Et2O. Subsequent oxidation with DDQ to flavanone 2 and deprotection successively provided agalloside (1). This synthetic strategy holds promise for use in the synthesis of 5-O-glycosylated flavonoids. The synthesized agalloside (1) accelerated neural stem cell differentiation, which is a result comparable to that for the naturally occurring compound 1.

Stereoselective Epimerizations of Glycosyl Thiols

Glycosyl thiols are widely used in stereoselective S-glycoside synthesis. Their epimerization from 1,2-trans to 1,2-cis thiols (e.g., equatorial to axial epimerization in thioglucopyranose) was attained using TiCl4, while SnCl4 promoted their axial-to-equatorial epimerization. The method included application for stereoselective β-d-manno- and β-l-rhamnopyranosyl thiol formation. Complex formation explains the equatorial preference when using SnCl4, whereas TiCl4 can shift the equilibrium toward the 1,2-cis thiol via 1,3-oxathiolane formation.

Isoquinoline-1-Carboxylate as a Traceless Leaving Group for Chelation-Assisted Glycosylation under Mild and Neutral Reaction Conditions

Glycosyl isoquinoline-1-carboxylate was developed as a novel benchtop stable and readily available glycosyl donor. The glycosylation reaction was promoted by the inexpensive Cu(OTf)2 salt under mild reaction conditions. The copper isoquinoline-1-carboxylate salt was precipitated from the solution and thus rendered a traceless leaving group. Surprisingly, the proton from the acceptor was absorbed by the precipitated metal complex and the reaction mixture remained at neutral pH. The copper-promoted glycosylation was also proven to be completely orthogonal to the gold-promoted glycosylation, and an iterative synthesis of oligosaccharides from benchtop stable anomeric ester building blocks becomes possible under mild reaction conditions.

Uncatalyzed and chorismate mutase catalyzed claisen rearrangements of 5,6-dihydrochorismate and 6-Oxa-5,6-dihydrochorismate

The synthesis of 6-oxa-5,6-dihydrochorismic acid (4) from D-xylose is described. The half-lives for the uncatalyzed Claisen rearrangements of 5,6-dihydrochorismic acid (3) and 4 in D2O at 30 °C were 49000 and 1200 h, respectively, compared to a