20452-28-2

Upstream product

• 108-98-5 thiophenol 
• 87-72-9 D-Xylose 
• 62446-93-9 1,2,3,4-tetra-O-acetyl-D-xylopyranose 
• 1233-03-0 α-D-xylopyranose tetraacetate 
• 5041-91-8 Phenyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside 
• 17314-33-9 tributyltin phenyl sulfide 
• 3068-31-3 1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose 
• 50837-92-8 2,3,4-tri-O-acetyl-D-xylopyranosyl bromide 
• 4049-33-6 tetra-O-acetyl-β-D-xylopyranose 
• 176380-15-7 S-phenyl 2,3,4-tri-O-benzoyl-1-deoxy-1-thio-β-D-xylopyranoside 
• 521304-45-0 phenyl 2,3,4-tri-O-acetyl-1-thio-1-deoxy-D-xylopyranoside 
• 52544-91-9 (2S,3R,4S,5R)-2-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 

Downstream Products

• 176380-15-7 S-phenyl 2,3,4-tri-O-benzoyl-1-deoxy-1-thio-β-D-xylopyranoside 
• 331456-61-2 Phenyl 2,3,4-tris-O-(tert-butyldimethylsilyl)-1-thio-β-D-xylopyranoside 
• 521304-46-1 phenyl 2,3-O-isopropylidene-1-thio-β-D-xylopyranoside 
• 131771-66-9 phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-xylopyranoside 
• 131771-62-5 (2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-2-phenylsulfanyl-tetrahydro-pyran 
• 904314-10-9 4-methoxyphenyl [(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->6)]-(2,3-di-O-benzyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 935859-70-4 (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-6-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3,4,5-triol 

Relevant academic research and scientific papers

Synthesis of Arabinoxylan Oligosaccharides by Preactivation-Based Iterative Glycosylations

A concise synthetic strategy has been developed for assembling densely substituted arabinoxylan oligosaccharides, which are valuable substrates for characterizing hemicellulose-degrading enzymes. The xylan backbone has been prepared by an iterative preact

Carbohydrate-derived iminium salt organocatalysts for the asymmetric epoxidation of alkenes

A new family of carbohydrate-based dihydroisoquinolinium salts has been prepared and tested for potential as asymmetric catalysts for the epoxidation of unfunctionalized alkene substrates, providing up to 57% ee in the product epoxides.

New strategy for synthesis of the disaccharide moiety of the highly potent anticancer natural product OSW-1

The facile synthesis of a partially protected OSW-1 disaccharide moiety, having a 2-O-p-methoxybenzoyl-β-D-xylopyranosyl-(1 → 3)-2-O-acetyl-L-arabinopyranoside structure, was elaborated by glycosylation in a β-stereoselective fashion. The xylopyranose don

New disaccharide blocks for OSW-1 and its analogs

Abstract-A new disaccharide block for OSW-1 natural steroidal antitumor agent was described. Regioisomeric 2- and 3-O-p-methoxybenzoyl derivatives of phenyl 1-thio-β-D-xylopyranoside and phenyl 2-O-acetyl-1- thio-β-L-arabinopyranoside derivatives blocked

Synthesis of phalluside-1 and Sch II using 1,2-metallate rearrangements

(4E,8E,10E)-9-Methyl-4,8,10-sphingatrienine, a core component of marine sphingolipids, was synthesised for the first time using a copper(i)-mediated 1,2-metallate rearrangement of a lithiated glycal as a key step. It was converted to phalluside-1, a cereb

METHOD OF SYNTHESIZING SUGAR CHAIN

An object of the present invention is to provide a method for efficiently chemically synthesizing biomolecules including a nucleotide (nucleic acid), a peptide (protein), or a sugar chain, as representative examples. The present invention provides a metho

Modifying the regioselectivity of glycosynthase reactions through changes in the acceptor

Successful glycosynthase-mediated reactions have been performed on 6-O-benzyl-, 6-O-(4-nitrobenzyl)-, and 6-O-benzoyl-D-glucopyranose to give 1,2-β- and 1,3-β-D-glycosylated products; 4-O-benzyl-D-xylopyranose gave only a 1,2-β-glycosylated product. A rat

Synthesis of the N-terminus of glycopeptide unit for aeruginosin 205-A

The N-terminus moiety of glycopeptide unit for aeruginosin 205-A has been synthesized.

Control of α/β stereoselectivity in lewis acid promoted C-glycosidations using a controlling anomeric effect based on the conformational restriction strategy

The kinetic anomeric effect has been used to control both α and β stereoselectivity in glycosidation reactions. Depending on the restricted conformation 4C1 or 1C4 of the substrate, the anomeric a (1→2) or β product (3zb4) was obtained highly stereoselectively from the Lewis acid promoted anomeric allylation with allyltrimethylsilane (TIPS=triisopropylsilyl).

On the Role of Neighboring Group Participation and Ortho Esters in β-Xylosylation: 13C NMR Observation of a Bridging 2-Phenyl-1,3-dioxalenium Ion

The role of ortho esters in the formation of 2,3,4-tri-O-benzoyl-β-xylopyranosides from various donor/ promoter pairs has been investigated. It is concluded that for the activation of sulfoxides with Tf2O, thioglycosides with PhSOTf, and bromides with AgOTf the anomeric configuration of the donor is of no consequence on the outcome of the reaction. In all methods studied, the presence or absence of a non-nucleophilic, hindered base is of crucial importance with ortho esters only being discernible in its presence. S-Phenyl 2,3,4-tri-O-benzoyl-1-deoxy-1-thia-β-D-xylopyranoside was synthesized enriched with 13C at each of the three carbonyl carbons. Activation of this thioglycoside with PhSOTf in CD2Cl2 at -78 °C with or without the base permits, for the first time, the observation by 13C NMR spectroscopy of a bridging dioxalenium ion as an intermediate in a neighboring group directed glycosylation. Quenching of this cation in the presence of the base leads to the ortho ester, whereas in the absence of the base the glycosides are the only products detected.