270075-72-4

Upstream product

• 2936-70-1 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 77-76-9 2,2-dimethoxy-propane 
• 108-98-5 thiophenol 
• 138922-03-9 phenyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside 
• 4163-60-4 β-D-galactose peracetate 
• 231623-55-5 phenyl 2,3-di-O-benzyl-1-thio-β-D-galactopyranoside 
• 13992-16-0 1-deoxy-1-(phenylthio)-2,3,4,6-tetra-O-acetyl-β-D-galactopyranose 
• 911684-18-9 phenyl 4,6-di-O-acetyl-2,3-di-O-benzyl-1-thio-β-D-galactopyranoside 
• 16758-34-2 1-thiophenyl-β-D-galactopyranoside 
• 144830-21-7 phenyl 2,3-di-O-benzyl-4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside 

Downstream Products

• 120095-47-8 phenyl 3,4-O-isopropylidene-1-thio-β-D-galactopyranoside 
• 124477-02-7 Dithiocarbonic acid O-((3aS,4R,6S,7R,7aS)-4-hydroxymethyl-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl) ester S-methyl ester 
• 270075-73-5 phenyl 2-O-benzyl-3,4-O-isopropylidene-6-O-(2-methoxy-2-methylethyl)-1-thio-β-D-galactopyranoside 
• 911684-34-9 Benzoic acid (3aS,4R,6S,7R,7aS)-4-(1-methoxy-1-methyl-ethoxymethyl)-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 1169758-41-1 phenyl 3,4-O-isopropylidene-6-O-(methoxydimethyl)methyl-2-O-(2-naphthyl)methyl-1-thio-β-D-galactopyranoside 
• 1176030-73-1 phenyl 1-thio-2-O-(p-methoxybenzyl)-3,4-O-isopropylidene-β-D-galactopyranoside 
• 124477-12-9 2,6-anhydro-5-deoxy-3,4-O-isopropylidene-D-arabino-hex-5-enitol 
• 124477-05-0 2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone 
• 124477-06-1 2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone 
• 124477-03-8 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone 
• 124477-00-5 phenyl 2,6-di-O-benzoyl-3,4-O-(isopropylidene)-1-thio-β-D-galactopyranoside 
• 124476-96-6 phenyl 2,6-di-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside 
• 124476-99-9 phenyl 2,6-di-O-acetyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside 
• 124477-04-9 3,4-O-isopropylidene-2,6-di-O-methyl-β-D-galactopyranosyl phenyl sulphone 

Relevant academic research and scientific papers

Efficient synthesis of O-antigen fragments expressed by Burkholderia anthina by modular synthesis approach

To facilitate mapping of the interaction region of the O-chain of the lipopolysaccharide from Burkholderia anthina and of a lipopolysaccharide-specific monoclonal antibody, trisaccharide propyl α-l-rhamnopyranosyl-(1→2)-α-d-galactopyranosyl-(1→3)-α-l-rham

Facile synthesis of biotin-labelled α-galactosylceramide as antigen for invariant natural killer T cells

When iNKT cells are stimulated by the CD1d presented exogenous α-galactosylceramide, a myriad of cytokines are released that trigger a variety of immune responses. However, the invisibility and poor aqueous solubility of α-galactosylceramide during bioass

Mechanistic studies and methods to prevent aglycon transfer of thioglycosides

Thioglycosides have been employed extensively for the synthesis of complex oligosaccharides, carbohydrate libraries, and mimetics of O-glycosides. While very useful, aglycon transfer is a problematic side reaction with thioglycosides. In this paper, a series of mechanistic studies are described. The aglycon transfer process is shown to affect both armed and disarmed thioglycosides, cause anomerization of the carbon-sulfur bond of a thioglycoside, and destroy the product of a glycosylation reaction. The results indicate that the aglycon transfer process can be a major problem for a wide range of thioglycosides. This side reaction is especially important to consider when carrying out complex reactions such as solid-phase glycosylations, one-pot or orthogonal multicomponent glycosylations, and construction of carbohydrate libraries. To prevent transfer, a number of modified aglycons were examined. The 2,6-dimethylphenyl (DMP) aglycon was found to effectively block transfer in a variety of model studies and glycosylation reactions. The DMP group can be installed in one step from a commercially available thiol (2,6- dimethylthiophenol) and is useable as a glycosyl donor. On the basis of these features, the DMP group is proposed as a convenient and improved aglycon for thioglycosides.

Approaches to intramolecular sialylation 1. Synthesis of pseudodisaccharide Neu5Ac-(1-2)-Gal with ester-linked monosaccharide residues

An efficient approach was developed for ester-linking the sterically hindered carboxy group of N-acetylneuraminic acid with the secondary hydroxy group at C(2) of galactose. Putative precursors of the glycosidically linked disaccharide Neu5Ac-(2-3)-Gal we

A new strategy in oligosaccharide synthesis using lipophilic protecting groups: synthesis of a tetracosasaccharide

The use of lipophilic, acyl-type protecting groups in the synthesis of higher-membered oligosaccharides is described by the example of oligosaccharides corresponding to the O-specific polysaccharide (O-SP) of Shigella dysenteriae type 1. Thus, O-stearoyla

PREPARATION OF PYRANOID GLYCAL DERIVATIVES FROM PHENYL THIOGLYCOSIDES AND GLYCOSYL PHENYL SULPHONES

Phenyl thioglycopyranosides with various protecting groups (acetal, ether, ester) underwent reductive lithiation at C-1, followed by rapid elimination of the 2-substituent, when treated with lithium naphthalenide in tetrahydrofuran at low temperature.Thus