Discovery of 28244-94-2

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Efficient one-pot per-: O -acetylation-thioglycosidation of native sugars, 4,6- O -arylidenation and one-pot 4,6- O -benzylidenation-acetylation of S -/ O -glycosides catalyzed by Mg(OTf)2

A sequential one-pot per-O-acetylation-S-/O-glycosidation of native mono and disaccharides under solvent free conditions using 0.5 mole% of Mg(OTf)2 as a non-hygroscopic, recyclable catalyst is reported. Regioselective 4,6-O-arylidenation of glycosides and thioglycosides with benzaldehyde or p-methoxybenzaldehyde dimethyl acetal is catalyzed by 10 mole% of Mg(OTf)2 to produce the corresponding 4,6-O-arylidenated product in high yields. Mg(OTf)2 can also mediate sequential one-pot benzylidenation-acetylation of mono and disaccharide based glycosides and thioglycosides in high yield.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

More research is needed about 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside

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Preparation 2, 3, 4, 6-tetra-O-benzyl-D-pyran semi-acetyllactosyl method (by machine translation)

Field of the invention relates to sugar compounds, in particular relates to a method for preparing 2, 3, 4, 6-tetra-O-benzyl-D-pyran semi-acetyllactosyl method. Galactose in acetic anhydride and catalyst, 2-mercaptobenzothiazole preparation of benzothiazole base sulfo- under the action of acetyl galactose. Benzothiazole base sulfo- acetyl galactose in potassium hydroxide and under the action of benzyl chloride benzothiazole prepared base sulfo- four phenmethyls semi-lactose. Benzothiazole base sulfo- four phenmethyls semi-lactose in role-bromosuccinimide N preparation of 2, 3, 4, 6-tetra-O-benzyl-D-pyran semi-lactose. The method of the invention by a three-step reaction method for synthesizing 2, 3, 4, 6-tetra-O-benzyl-D-pyran semi-lactose, effectively improve the purity and yield of the product; the operation is simple, easy availability of raw materials, saving the operation cost and material. (by machine translation)

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Tetrahydropyran – Wikipedia,
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Chondroitin sulfate oligosaccharide, and preparation method and application thereof (by machine translation)

The invention discloses a series of chondroitin sulfate oligosaccharides as shown in the formula (II), and belongs to the technical field of chondroitin sulfate. The preparation method and the biological activity, each intermediate and the synthesis method. The method has the advantages that the synthesis route is novel, the glycosidation rate and the comprehensive yield are obviously superior to the traditional “first glycosidation – post-oxidation” strategy, and the problem, 1 yield 3 – and reaction rate of the oligosaccharide overlying nitrogen reduction are solved in an acceptable range, and related exploration and discovery are facilitated to deepen understanding, CS-E and oligosaccharide synthesis. Studies on the construction and pharmacological mechanisms of future CS-E have also been found, and it is also possible to find candidates with more excellent pharmacological activity. (by machine translation)

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Tetrahydropyran – Wikipedia,
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More research is needed about 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside

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[…] deriv. and its manufacturing method (by machine translation)

PROBLEM TO BE SOLVED: 3 – (6- […] ) – 1-propanol deriv. and new synthesis of a new intermediate. SOLUTION: […] derivative represented by the following eq. (III). In the formula, R is a substituted or unsubstituted or substituted alkyl aryl group, R 21, R 31 and R 41 are the same or different; a protective group of hydroxy, -OR 61 is released. Selected drawing: no (by machine translation)

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Discovery of 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside

The proportionality constant is the rate constant for the particular unimolecular reaction. the reaction rate is directly proportional to the concentration of the reactant. I hope my blog about 28244-94-2 is helpful to your research., Related Products of 28244-94-2

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Convergent synthesis of a trisaccharide as its 2-(trimethylsilyl)ethyl glycoside related to the flavonoid triglycoside from Gymnema sylvestre

The glycone part of the flavonoid triglycoside, kaempferol 3-O-beta-d-glucopyranosyl-(1?4)-alpha-l-rhamnopyranosyl-(1?6)-beta-d-galactopyranoside, has been synthesized in good yield and stereoselectivity using N-iodosuccinimide and HClO4-silica promoted glycosylations of thioglycoside donors.

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Discovery of 28244-94-2

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La(OTf)3: An efficient promoter for thioglycoside activation in conjunction with N-iodosuccinimide

Use of La(OTf)3 as a Lewis acid promoter for N-iodosuccinimide-mediated activation of thioglycosides is reported. The glycosylation reactions proceeded smoothly with good to excellent yields and stereoselectivity. Georg Thieme Verlag Stuttgart – New York.

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A concise synthesis of a tetrasaccharide related to the cell-growth inhibitory triterpenoid saponin isolated from Schima noronhae is reported. A late stage 2,2,6,6-tetramethylpiperidinyloxy (TEMPO)-mediated oxidation of a primary hydroxyl group to carboxylic acid has been achieved under phase-transfer conditions. Stereoselective glycosylations were carried out using thioglycoside or glycosyl trichloroacetimidate activation using sulfuric acid immobilized on silica (H2SO4-silica) in conjunction with N-iodosuccinimide and alone, respectively.

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Tetrahydropyran – Wikipedia,
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Glycosylation reactions with ‘disarmed’ thioglycoside donors promoted by N-iodosuccinimide and HClO4-silica

Glycosylation of ‘disarmed’ thioglycosides promoted by NIS in the presence of HClO4 immobilized on silica compares very favourably with the accepted NIS-TfOH procedure.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Top Picks: new discover of 4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside

Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.category: Tetrahydropyrans, you can also check out more blogs about28244-94-2

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Selective deacetylation using iodine-methanol reagent in fully acetylated nucleosides

Selective deprotection of primary acetyl ester in nucleosides and carbohydrates using 1% iodine-methanol solution (w/v) was described and the mechanism was also discussed.

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Glycosylated Platinum(IV) Complexes as Substrates for Glucose Transporters (GLUTs) and Organic Cation Transporters (OCTs) Exhibited Cancer Targeting and Human Serum Albumin Binding Properties for Drug Delivery

Glycosylated platinum(IV) complexes were synthesized as substrates for GLUTs and OCTs for the first time, and the cytotoxicity and detailed mechanism were determined in vitro and in vivo. Galactoside Pt(IV), glucoside Pt(IV), and mannoside Pt(IV) were highly cytotoxic and showed specific cancer-targeting properties in vitro and in vivo. Glycosylated platinum(IV) complexes 5, 6, 7, and 8 (IC50 0.24-3.97 muM) had better antitumor activity of nearly 166-fold higher than the positive controls cisplatin (1a), oxaliplatin (3a), and satraplatin (5a). The presence of a hexadecanoic chain allowed binding with human serum albumin (HSA) for drug delivery, which not only enhanced the stability of the inert platinum(IV) prodrugs but also decreased their reduction by reductants present in human whole blood. Their preferential accumulation in cancer cells compared to noncancerous cells (293T and 3T3 cells) suggested that they were potentially safe for clinical therapeutic use.

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Reference:
Tetrahydropyran – Wikipedia,
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