119479-69-5

Upstream product

• 2280-44-6 D-Glucose 
• 107-18-6 allyl alcohol 
• 10343-15-4 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-allyloxy-tetrahydro-pyran-4-yl ester 
• 492-61-5 β-D-glucose 
• 34272-03-2 propargyl β-D-glucopyranoside 
• 6919-96-6 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 106-95-6 allyl bromide 
• 10343-15-4 allyl 2,3,4,6-tetra-O-acetyl-D-galactopyranoside 
• 10257-28-0 D-Galactose 
• 16754-50-0 triallyl orthoformate 
• 4163-60-4 β-D-galactose peracetate 
• 25878-60-8 D-galactose pentaacetate 
• 79-10-7 acrylic acid 
• 83-87-4 D-glucose pentaacetate 

Downstream Products

• 20746-64-9 allyl (R)-4,6-O-benzylidene-β-D-gluco-pyranoside 
• 84276-56-2 allyl 4,6-O-benzylidene-β-D-glucopyranoside 
• 225376-17-0 1-O-allyl-6-O-trityl-β-D-glucopyranoside 
• 6207-44-9 1-allyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 
• 121280-53-3 allyl 4,6-O-(4-methoxybenzylidene)-β-D-glucopyranoside 
• 10343-15-4 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-allyloxy-tetrahydro-pyran-4-yl ester 
• 60478-68-4 dioscin 
• 147577-26-2 allyl 2,3-di-O-acetyl-6-O-(4-methoxyphenyl)-β-D-glucopyranoside 
• 147577-25-1 allyl 2,3-di-O-acetyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranoside 
• 147577-13-7 allyl 2,3-di-O-benzoyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranoside 
• 147577-14-8 allyl 2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside 
• 147577-17-1 allyl O-(3-O-acetyl-2,4-di-O-methyl-α-L-fucopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-glucopyranoside 
• 147577-18-2 methyl O-(3-O-acetyl-2,4-di-O-methyl-α-L-fucopyranosyl)-(1->4)-(allyl 2,3-di-O-benzoyl-β-D-glucopyranosid)uronate 
• 147577-45-5 allyl O-(3-O-acetyl-2,4-di-O-methyl-α-L-fucopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside 

Relevant academic research and scientific papers

Incorporating α-allyl glucoside into polyacrylonitrile by water-phase precipitation copolymerization to reduce protein adsorption and cell adhesion

α-Allyl glucoside (AG) was incorporated into polyacrylonitrile by water-phase precipitation copolymerization (WPPCP) for the first time with K2S2O8-Na2SO3 as initiator system to improve the resistance

Differentiation of the anomeric configuration and ring form of glucosyl-glycolaldehyde anions in the gas phase by mass spectrometry: isomeric discrimination between m/z 221 anions derived from disaccharides and chemical synthesis of m/z 221 standards

Mass spectrometry of disaccharides in the negative-ion mode frequently generates product anions of m/z 221. With glucose-containing disaccharides, dissociation of isolated m/z 221 product ions in a Paul trap yielded mass spectra that easily differentiated between both anomeric configurations and ring forms of the ions. These ions were shown to be glucosyl-glycolaldehydes through chemical synthesis of their standards. By labeling the reducing carbonyl oxygen of disaccharides with 18O to mass discriminate between monosaccharides, it was established that the m/z 221 ions are comprised solely of an intact nonreducing sugar with a two-carbon aglycon derived from the reducing sugar, regardless of the disaccharide linkage position. This enabled the anomeric configuration and ring form of the ion to be assigned and the location of the ion to the nonreducing side of a glycosidic linkage to be ascertained. Detailed studies of experimental factors necessary for reproducibility in a Paul trap demonstrated that the unique dissociation patterns that discriminate between the isomeric m/z 221 ions could be obtained from month-to-month in conjunction with an internal energy-input calibrant ion that ensures reproducible energy deposition into isolated m/z 221 ions. In addition, MS/MS fragmentation patterns of disaccharide m/z 341 anions in a Paul trap enabled linkage positions to be assigned, as has been previously reported with other types of mass spectrometers.

Synthesis of neosaponins and neoglycolipids containing a chacotriosyl moiety

α-l-Rhamnopyranosyl-(1→4)-[α-l-rhamnopyranosyl-(1→2)]-β-d-glucopyranose (chacotriose) is the oligosaccharide moiety of dioscin. Chacotriosyl trichloroacetimidate was synthesized from d-glucose and l-rhamnose, and glycosylated to mevalonate (diosgenin, cholesterol, and glycyrrhetic acid) to yield dioscin and neosaponins. In order to simplify the structure of the aglycone part, the mevalonate moiety was replaced with double-chain neoglycolipids that mimicked glycosyl ceramides. A cytotoxicity test revealed the importance of the glycosidic linkage of the naturally occurring β-form and that dioscin and the neoglycolipid with the longest chain showed a moderate activity.

Synthesis of neosaponins having an α-L-rhamnopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)]- D-glucopyranosyl glyco-linkage

To verify the role of the α-L-rhamnopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)]- β-D-glucopyranosyl (chacotriosyl) moiety of steroidal glycosides from Solaum plants in their antitumor and antivirus activities, chacotriosides of diosgenin, cholesterol, and glycrrhetic acid were synthesized by developing our trans-oligoglycosidation. The chacotriosyl trichloroacetimidate was linked to the aglycones to afford neoglycosides as a mixture of α and β anomers, that was easily separated with ODS chromatography.

Ionic liquid promoted atom economic glycosylation under Lewis acid catalysis

Straightforward glycosylation of various alcohols with unprotected and non-activated monosaccharides were performed under scandium triflate catalysis. Rate and yield of glycosylation were highly improved when using 1-butyl-3-methylimidazolium trifluoromethanesulfonate as a green solvent. This ionic liquid was allowed to be recycled at least three times without loss of activity. The possibility of drastically reducing the amounts of catalyst (down to 1 mol%) and aglycone (down to 1 equiv) when performing the reaction in ionic liquid opens new perspectives in O-glycosylation, as a direct coupling between an aglycone and free sugars.

Anomeric alkylations and acylations of unprotected mono- and disaccharides mediated by pyridoneimine in aqueous solutions

A site-specific deprotonation followed by alkylations and acylations of sugar hemiacetals to the corresponding alkyl glycosides and acylated sugars in aqueous solutions is disclosed herein. Pyridoneimine as a new base is developed to mediate the deprotonation of readily available sugar hemiacetals and further reactions with alkylation and acylation agents.

Synthesis of the hyper-branched core tetrasaccharide motif of chloroviruses

Chemical synthesis of complex oligosaccharides, especially those possessing hyper-branched structures with one or multiple 1,2-cisglycosidic bonds, is a challenging task. Complementary reactivity of glycosyl donors and acceptors and proper tuning of the s

Synthesis, Conformational Analysis, and Complexation Study of an Iminosugar-Aza-Crown, a Sweet Chiral Cyclam Analog

A new family of chiral C2 symmetric tetraazamacrocycles, coined ISAC for IminoSugar Aza-Crown, incorporating two iminosugars adopting a 4C1 conformation is disclosed. Multinuclear NMR experiments on the corresponding Cdsu

A Synthetic Carbohydrate-Protein Conjugate Vaccine Candidate against Klebsiella pneumoniae Serotype K2

Klebsiella pneumoniae causes pneumonia and liver abscesses in humans worldwide and contains virulence factor capsular polysaccharides and lipopolysaccharides linked to the cell wall. Although capsular polysaccharides are good antigens for vaccine producti

Preparation method of fondaparinux sodium disaccharide intermediate

The invention discloses a preparation method of fondaparinux sodium disaccharide intermediate. 1-O-substituent sulfonyl-2,3-bis-O-benzyl-4,6-O-benzylidene-beta-D-glucopyranose directly reacts with 1,6-dehydrated-2-deoxy-2-azido-3-O-acetyl-beta-D-glucopyranose to prepare the fondaparinux sodium disaccharide intermediate as shown in a formula I; and meanwhile, the fondaparinux sodium intermediate asshown in the formula I can be used as a raw material to synthesize fondaparinux sodium intermediate as shown in a formula IV. The preparation method is simple and small in steps, the yield is high, the atomic utilization rate is high, the three wastes are small, and the preparation method is suitable for industrial large-scale production. Please see the description for the formula.