78185-13-4

Upstream product

• 2466-76-4 N-Acetylimidazole 
• 71117-16-3 2,3,4-tri-O-benzyl-β-D-glucopyranose 
• 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 
• 3879-79-6 methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 84799-77-9 methyl 2,3,4,6-tetra-O-benzyl-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 
• 20888-02-2 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-mannopyranose 
• 29704-64-1 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-galactopyranose 
• 53008-63-2 methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside 
• 38184-10-0 phenyl 2,3,4,5-tetra-O-benzyl-1-thio-β-D-glucopyranoside 
• 3396-99-4 methyl α-D-galactopyranoside 

Downstream Products

• 121401-75-0 Acetic acid (1R,2R,3S,4S,5S)-2-((2S,3R,4S,5R,6R)-6-acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-3,4-bis-benzyloxy-5-((1S,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enylamino)-cyclohexylmethyl ester 
• 137063-19-5 7'-O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-2,3,4',5',6'-penta-O-benzyl-4,7-O-benzylidenevalidoxylamine A 
• 137063-19-5 7'-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-2,3,4',5',6'-penta-O-benzyl-4,7-O-benzylidenevalidoxylamine A 
• 137063-30-0 4'-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-7'-O-benzoyl-2,3,5',6'-tetra-O-benzyl-4,7-O-benzylidenevalidoxylamine A 
• 137063-38-8 6''-O-acetyl-2,3,4,4',5',6',7',2'',3'',4''-deca-O-benzylvalidamycin D 
• 137063-28-6 7,2'',3'',4'',6'',6'''-hexa-O-acetyl-7'-O-benzoyl-2,3,5',6',2''',3''',4'''-hepta-O-benzylvalidamycin F 
• 119116-62-0 <(1R)-(1,3,5/2,4)-2,3,4-tribenzyloxy-5-benzyloxymethyl-1-cyclohexyl> 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 119116-62-0 <(1S)-(1,3,5/2,4)-2,3,4-tribenzyloxy-5-benzyloxymethyl-1-cyclohexyl> 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 119116-62-0 <(1R)-(1,2,4/3,5)-2,3,4-tribenzyloxy-5-benzyloxymethyl-1-cyclohexyl> 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 119116-62-0 <(1S)-(1,2,4/3,5)-2,3,4-tribenzyloxy-5-benzyloxymethyl-1-cyclohexyl> 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 124492-73-5 Benzoic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-3-((2S,3R,4S,5R,6R)-6-acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-6-((1R,2R,3S,4R,5R)-3,4-diacetoxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester 
• 124492-69-9 Benzoic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-3-((2R,3R,4S,5R,6R)-6-acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-6-((1R,2R,3S,4R,5R)-3,4-diacetoxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester 
• 88567-49-1 6-O-acetyl-2,3,4-tri-O-benzyl-D-glucopyranose 
• 171243-42-8 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside 

Relevant academic research and scientific papers

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

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

HEXOSE DERIVATIVES, PREPARATION AND USES THEREOF

A compound of formula I : or a salt thereof, wherein: R1 is -OC(H) (X) (CH2)nC(=O)OH; R2 is -OH, -N3, or -N (H) C (=O) CH3; or R1 and R2 together with the carbon atoms to which t

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.

DiGalactosyl-Glycero-Ether Lipid: Synthetic approaches and evaluation as SK3 channel inhibitor

The recent discoveries of the involvement of SK3 channel in some cell motility mechanisms occurring in cancer disease have opened up the way to the synthesis of inhibitors that could reduce metastasis formation. On the basis of our recent previous works showing that both lactose-glycero-ether lipid (Ohmline) and some phosphate analogues (GPGEL) were efficient compounds to modulate SK3 channel activity, the present study, which found its inspiration in the structure of the natural glycolipid DiGalactosylDiacylGlycerol (DGDG), reports the incorporation of a digalactosyl moiety (α-galactopyranosyl- (1→6)-β-galactopyranosyl-) as the polar head of a glycero ether lipid. For the construction of the digalactosyl fragment, two synthetic approaches were compared. The standard strategy which is based on the use of the benzyl protecting group to produce 1→6 disaccharide unit, was compared with a second method that made use of the trimethylsilyl moiety as a protecting group. This second strategy, which is applied for the first time to the synthesis of (1→6)-disaccharide unit, presents a net advantage in terms of efficacy (better global yield) and cost. Finally, compound 16, which is characterized by a (1→6) DiGalactosyl unit (DG) as the polar head of the amphiphilic structure, was tested as a modulator of the SK3 channel activity. Patch-clamp experiments have shown that compound 16 reduced SK3 currents (-28.2 ± 2.0% at 5 μM) and cell migration assays performed at 300 nM have shown a reduction of cell migration (SK3 + HEK293T) by 19.6 ± 2.7%. The Royal Society of Chemistry 2013.

Impact of sugar stereochemistry on natural killer T cell stimulation by bacterial glycolipids

Natural killer T (NKT) cells recognize glycolipids produced by Sphingomonas bacteria, and these glycolipids contain C6-oxidized sugars, either glucuronic acid or galacturonic acid, linked to ceramides. Glycolipids with gluco stereochemistry are the most 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

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.

Synthesis of septanosides through an oxyglycal route

(Chemical Equation Presented) A new route to synthesize septanoside derivatives from protected 2-hydroxyglycals is reported. Ring expansion of a pyranoside to a septanoside was achieved through key reactions of a cyclopropanation, ring opening, oxidation,