61277-56-3

Upstream product

• 506-96-7 Acetyl bromide 
• 10548-46-6 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-glucopyranose 
• 108-24-7 acetic anhydride 
• 19488-61-0 methyl 2,3,4,6-tetra-O-benzyl α-D-glucopyranoside 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 
• 173395-56-7 methyl 2,3,4,6-tetra-O-benzyl-1-thio-b-glucopyranoside 
• 53008-63-2 methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside 
• 6386-24-9 2,3,4,6-tetra-O-benzyl-D-galactopyranose 
• 97205-08-8 methyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside 
• 195827-82-8 methyl 2,3,4,6-tetra-O-benzyl-D-galactopyranoside 
• 54606-67-6 allyl 2,3,4-tri-O-benzyl-6-O-trityl-β-D-galactopyranoside 
• 143615-36-5 C₃₅H₃₈O₅S 
• 88567-49-1 6-O-acetyl-2,3,4-tri-O-benzyl-α/β-D-galactopyranoside 
• 20888-02-2 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-mannopyranose 

Downstream Products

• 174193-72-7 Acetic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl ester 
• 174193-78-3 Acetic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-[(2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-((2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-2-ylmethyl ester 
• 174193-80-7 Acetic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-[(2S,4S,5R,6S)-4,5-bis-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-2-ylmethyl ester 
• 270924-33-9 2-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)furan 
• 47727-93-5 2,3,4-tri-O-benzyl-D-glucopyranose 
• 120403-27-2 phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside 
• 158464-67-6 2,3,4-tri-O-benzyl-D-glucono-1,5-lactone 
• 709668-19-9 allyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 709668-20-2 allyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyluronate-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 709668-18-8 allyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 1268670-68-3 3,7-anhydro-4,5,6-tri-O-benzyl-1,2,8-trideoxy-8-[4-(2',3',4'-tri-O-benzyl-6'-O-tosyl-α-D-glucopyranosyl)-1H-1,2,3-triazol-1-yl]-D-glycero-D-gulo-oct-1-ynitol 
• 1268670-59-2 3,7-anhydro-4,5,6-tri-O-benzyl-1,2-dideoxy-D-glycero-D-gulo-oct-1-ynitol 
• 1268670-60-5 3,7-anhydro-4,5,6-tri-O-benzyl-1,2-dideoxy-8-O-tosyl-D-glycero-D-gulo-oct-1-ynitol 
• 1268670-61-6 3,7-anhydro-4,5,6-tri-O-benzyl-1,2-dideoxy-1-C-(t-butyldimethylsilyl)-D-glycero-D-gulo-oct-1-ynitol 

Relevant academic research and scientific papers

2-Diphenylphosphinonyl-acetyl as a Remote Directing Group for the Highly Stereoselective Synthesis of β-Glycosides

The configuration of the anomeric glycosidic linkages is crucial for maintaining the biological functions and activities of carbohydrate molecules. However, their stereochemistry control in glycosylation represents one of the most challenging tasks in car

Synthesis and biological evaluation of 1,6-bis-triazole-2,3,4-tri-O-benzyl-α-D-glucopyranosides as a novel α-glucosidase inhibitor in the treatment of Type 2 diabetes

A novel series of 1,6-bis-triazole-benzyl-α-glucoside derivatives (7a-7ee) were designed, synthesized and evaluated for inhibitory activity against α-glucosidase. Most of the synthesized compounds exhibited good activity with IC50 ranging from

Immobilization of UDP-Galactose on an Amphiphilic Resin

Nucleotide sugars are activated sugar precursors used by glycosyltransferases to form glycans. Here we report the first examples of resin-bound nucleotide sugars: fluorinated UDP-galactose and UDP-galactose. They were conjugated to a polyethylene glycol resin through the C6 position with an SMCC linker in good to excellent yields. This synthesis represents an efficient method to access resin-bound nucleotide sugars in a modular approach that enables modifications of the sugar or nucleotide before conjugation. The system has been conceived as a new chemistry-based screening system for enzymes that use UDP-galactose.

Four Different Regioisomeric Polycarbonates Derived from One Natural Product, d -Glucose

Strategies for the preparation of polycarbonates, derived from the natural product d-glucose, which have the potential to degrade back into their bioresorbable starting material and CO2, were developed. By employing established carbohydrate pro

Method for preventing cancer metastasis

The present invention relates to the use of a specific family of glycerolipid compounds of formula (I) described in the detailed description or the manufacture of a medicament for the prevention or for the treatment of cancer metastasis.

Synthesis and biological activity of hydroxylated analogues of KRN7000 (α-galactosylceramide)

KRN7000 is one of the α-galactosylceramides, which has a 2-hexacosanoylamino-3,4-dihydroxyoctadecyl group. This compound, known as a ligand for the activation of CD1d mediated invariant natural killer T cells (iNKT cells) which release both T helper 1 (Th

Regioselective acetolysis of highly O-benzylated carbohydrates promoted by iodine or an iodine/silane combined reagent: Use of isopropenyl acetate as an alternative to acetic anhydride

Regioselective acetolytic de-O-benzylation of poly-O-benzylated sugars can be triggered by the activation of isopropenyl acetate (IPA) with either an iodine/silane combined reagent or iodine alone. Unlike other known acetolysis procedures, the protocols p

Synthesis of potassium (2R)-2-O-α-d-glucopyranosyl-(1→6)-α-d-glucopyranosyl-2,3-dihydroxypropanoate a natural compatible solute

Ethyl 6-O-acetyl-2,3,4-tribenzyl-1-thio-d-glucopyranoside, as a mixture of anomers, was employed for the stereoselective synthesis of the potassium salt of (2R)-2-O-α-d-glucopyranosyl-(1→6)-α-d-glucopyranosyl-2,3-dihydroxypropanoic acid (α-d-glucosyl-(1→6

Low-concentration 12-trans β-selective glycosylation strategy and its applications in oligosaccharide synthesis

This study develops an operationally easy, efficient, and general 1,2-trans β-selective glycosylation reaction that proceeds in the absence of a C2 acyl function. This process employs chemically stable thioglycosyl donors and low substrate concentrations to achieve excellent β-selectivities in glycosylation reactions. This method is widely applicable to a range of glycosyl substrates irrespective of their structures and hydroxyl-protecting functions. This low-concentration 1,2-trans β-selective glycosylation in carbohydrate chemistry removes the restriction of using highly reactive thioglycosides to construct 1,2-trans β-glycosidic bonds. This is beneficial to the design of new strategies for oligosaccharide synthesis, as illustrated in the preparation of the biologically relevant β-(1-6)-glucan trisaccharide, β-linked Gb3 and isoGb3 derivatives.

Indium(III) triflate: A highly efficient catalyst for reactions of sugars

Indium(III) trifluoromethanesulfonate has been found to be extremely efficient in catalyzing acyl transfer reactions of various carbohydrates and their derivatives. Selective acetolyses of certain benzyl ethers/isopropylidene acetals of sugars have been possible using In(OTf)3 in Ac2O (neat). Reaction of the per-O-acetate of 2-deoxy-2-phthalimido-D-glucose with benzyl mercaptan in the presence of In(OTf)3 led to the formation of the corresponding thioglycoside in high yield. Facile formation and hydrolysis of the isopropylidene and benzylidene acetals of various carbohydrates have also been achieved very efficiently in the presence of In(OTf)3. The results show great promise for In(OTf)3 in synthetic carbohydrate chemistry.