627466-98-2

Usage

Uses

Used in Organic Synthesis:
2,3,4,6-Tetra-O-benzoyl-D-mannopyranose is used as an intermediate in organic synthesis for the production of various complex organic molecules. Its unique structure and reactivity make it a versatile building block for the synthesis of a wide range of compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,3,4,6-Tetra-O-benzoyl-D-mannopyranose is used as a key component in the synthesis of glycoconjugates, which are molecules that consist of a carbohydrate moiety covalently attached to a non-carbohydrate moiety, such as a protein or lipid. These glycoconjugates play crucial roles in various biological processes, including cell adhesion, immune response, and protein folding. The synthesis of these molecules using 2,3,4,6-Tetra-O-benzoyl-D-mannopyranose can lead to the development of novel therapeutic agents with improved efficacy and selectivity.
Used in Material Science:
2,3,4,6-Tetra-O-benzoyl-D-mannopyranose can also be used in the development of advanced materials, such as polymers and coatings, due to its unique chemical properties. The incorporation of 2,3,4,6-Tetra-O-benzoyl-D-mannopyranose into the structure of these materials can result in improved properties, such as enhanced stability, increased resistance to degradation, and improved biocompatibility.
Used in Analytical Chemistry:
As a reference compound, 2,3,4,6-Tetra-O-benzoyl-D-mannopyranose can be employed in analytical chemistry for the calibration of instruments and the development of new analytical methods. Its unique chemical properties and well-defined structure make it an ideal candidate for these applications, allowing for accurate and reliable measurements in various analytical techniques.

InChI:InChI=1/C34H28O10/c35-30(22-13-5-1-6-14-22)40-21-26-27(42-31(36)23-15-7-2-8-16-23)28(43-32(37)24-17-9-3-10-18-24)29(34(39)41-26)44-33(38)25-19-11-4-12-20-25/h1-20,26-29,34,39H,21H2/t26-,27-,28+,29+,34?/m1/s1

Upstream product

• 14262-87-4 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl chloride 
• 2916-68-9 2-(Trimethylsilyl)ethanol 
• 166241-68-5 ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-α-D-mannopyranoside 
• 853308-55-1 C₃₇H₃₂O₁₀ 
• 65236-82-0 1,2-O-(α-methoxybenzylidene)-3,4,6-tri-O-benzoyl-β-D-mannopyranose 
• 811-98-3 d⁽⁴⁾-methanol 
• 7296-15-3 alpha-D-mannopyranoside 
• 2592-58-7 1,2,3,4,6-penta-O-benzoyl-α-D-mannopyranoside 
• 530-26-7 D-Mannose 
• 98-88-4 benzoyl chloride 
• 96996-90-6 1,2,3,4,6-penta-O-benzoyl-α,β-D-mannopyranoside 

Downstream Products

• 259533-65-8 C₄₁H₃₅NO₁₀ 
• 259533-77-2 C₃₄H₂₉NO₁₀ 
• 920749-11-7 tetrabenzoyl mannosyl pentenate 
• 953397-03-0 C₃₄H₂₉O₁₂P 
• 206348-86-9 (R)-3-benzoyloxy-4-pentene-1-yl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside 
• 128503-40-2 methyl-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside 
• 1355331-86-0 5-(N-benzyloxycarbonyl)aminopentyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside 
• 1393471-64-1 2,3,4,6-tetra-O-benzoyl-β-D-mannopyranosyl N-tosyl benzimidate 
• 1393471-63-0 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl N-tosyl benzimidate 
• 934492-05-4 2,3,4,6-tetra-O-benzoyl-α,b-D-mannopyranosyl trichloroacetimidate 
• 127305-34-4 2,3,4,6-tetra-O-Bz-α-D-mannopyranosyl bromide 
• 128503-39-9 methyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

Synthesis of a Glycosylphosphatidylinositol (GPI) Fragment as a Potential Substrate for Mannoprotein Transglycosidases

A glycophosphatidylinositol tetrasaccharide fragment was synthesized to mimic the core features of primary model, that of Saccharomyces cerevisiae. The salient feature of this approach is centered on the quick access to various α-1,2- and α-1,6-mannosyl a

The dehydroepiandrosterone and dehydroepiandrosterone alkone glycosylation derivative and its preparation method and application

The invention discloses epiandrosterone glycosylation derivatives and dehydrogenated epiandrosterone glycosylation derivatives, and a preparation method thereof. The preparation method comprises the following steps: respectively carrying out coupling reac

3 - monosaccharide acid oxygen glucoside oleanolic alkane type and wusu alkane triterpene saponin derivative and its preparation method and application

The invention discloses a 3-monouronic acid o-glycoside oleanane type and ursane type triterpenoid saponin derivative. The derivative has a structural formula as shown in the specification, wherein R4 is one of H atom, alkyl containing 1-10 carbons, alkyl

Synthesis of a chlorogenin glycoside library using an orthogonal protecting group strategy

Naturally occurring spirostanol saponins bear a chacotriose, α-l-rhamnopyranosyl-(1→2)-[α-l-rhamnopyranosyl-(1→4)] -β-d-glucopyranose residue as the oligosaccharide moiety which is believed to be important for biological activity. Herein the development of a concise, combinatorial method for the synthesis of two series of glycan variants at the 2′ and/or 4′ positions of chacotriose is described and the structure-activity relationships of the glycone part at 3-OH of chlorogenin investigated. These compounds were found to be weakly-cytotoxic toward leukemia cell lines CCRF and HL-20, indicating that the chacotriose moiety is important for anticancer activity.

Unexpected stereocontrolled access to 1α,1′β-disaccharides from methyl 1,2-ortho esters

Mannopyranose-derived methyl 1,2-orthoacetates (R = Me) and 1,2-orthobenzoates (R = Ph) undergo stereoselective formation of 1α,1′β-disaccharides, upon treatment with BF 3?Et2O in CH2Cl2, rather than the expected acid-catalyzed reaction leading to methyl glycosides by way of a rearrangement-glycosylation process of the liberated methanol.

Mitochondrial affinity of guanidine-rich molecular transporters built on monosaccharide scaffolds: Stereochemistry and lipophilicity

We synthesized eight G8 molecular transporters (MTs) based on 4 different monosaccharide scaffolds, and studied their biological properties with a special focus on possible mitochondrial targeting and tissue selectivity. The mitochondrial affinity of these MTs was found to be clearly related to the scaffold stereochemistry and also tenuously with the lipophilicity. It may be suggested that in the practical delivery strategy of drugs for the brain and mitochondrial diseases the BBB permeability and mitochondrial affinity should be considered as key parameters, and that an enhanced mitochondrial affinity appears possible by further research on the structure-property relationship of guanidine-rich molecular transporters.

Synthesis and cytotoxicity evaluation of natural α-bisabolol β-d-fucopyranoside and analogues

α-Bisabolol β-d-fucopyranoside, a cytotoxic naturally occurring compound, was efficiently synthesized along with five other α-bisabolol glycosides (β-d-glucoside, β-d-galactoside, α-d-mannoside, β-d-xyloside and α-l-rhamnoside). Glycosidation of α-bisabol

Practical synthesis of sugar monophosphonucleotides

A reliable procedure for the preparation of sugar nucleoside monophosphates is presented, which involves condensation of an activated glycosyl-1-H- phosphonate with an appropriately protected nucleoside and simple end-product isolation via lithium perchlo

Oligomannoside mimetics by glycosylation of 'octopus glycosides' and their investigation as inhibitors of type 1 fimbriae-mediated adhesion of Escherichia coli

The glycocalyx of eukaryotic cells is composed of glycoconjugates, which carry highly complex oligosaccharide portions. To elucidate the biological role and function of the glycocalyx in cell-cell communication and cellular adhesion processes, glycomimeti

Synthesis of a nonavalent mannoside glycodendrimer based on pentaerythritol

A nonavalent glycodendrimer bearing terminal α-D-mannopyranoside units has been synthesized with a convergent approach. Terminal trivalent mannoside dendrons bearing p-halophenyl ethers were prepared by glycosylation of pentaerythritol derivatives having