225242-73-9

Basic information

• Product Name: phenyl(2-trifluoracetamido-2-deoxy-3,4,6-tri-O-acetyl-1-thio-D-glucopyranoside)
• Synonyms: phenyl(2-trifluoracetamido-2-deoxy-3,4,6-tri-O-acetyl-1-thio-D-glucopyranoside)
• CAS NO: 225242-73-9
• Molecular Weight: 493.458
• Mol File: 225242-73-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: phenyl(2-trifluoracetamido-2-deoxy-3,4,6-tri-O-acetyl-1-thio-D-glucopyranoside)(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl(2-trifluoracetamido-2-deoxy-3,4,6-tri-O-acetyl-1-thio-D-glucopyranoside)(225242-73-9)
• EPA Substance Registry System: phenyl(2-trifluoracetamido-2-deoxy-3,4,6-tri-O-acetyl-1-thio-D-glucopyranoside)(225242-73-9)

Safety Data

• Hazardous Substances Data: 225242-73-9(Hazardous Substances Data)

Upstream product

• 51471-40-0 6-(hydroxymethyl)-3-[4-methoxybenzylideneamino]tetrahydropyran-2,4,5-triol 
• 108-98-5 thiophenol 
• 137766-83-7 2-deoxy-2-trifluoroacetamido-1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranoside 
• 5432-46-2 1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 7597-81-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(4-methoxybenzylidene)amino-β-D-glucopyranose 
• 7139-63-1 1,3,4,6-tetra-O-acetyl-2-(trifluoroacetamido)-2-deoxy-β-D-glucopyranoside 

Downstream Products

• 1174733-83-5 phenyl 2-amino-2-deoxy-1-thio-β-D-glucopyranoside hydrochloride 
• 225242-75-1 Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-benzenesulfinyl-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-4-yl ester 

Relevant articles and documents

An expeditious and efficient synthesis of β-d-galactopyranosyl-(1→3)-d-N-acetylglucosamine (lacto-N-biose) using a glycosynthase from Thermus thermophilus as a catalyst

Mutant glycosynthases or transglycosidases obtained from a Thermus thermophilus β-d-glycosidase (TtbGly) efficiently catalyzed the synthesis of β-(1→3)-disaccharides. Unfortunately, this regioselectivity was changed to the β-(1→4) one when N-acetylglucosa

NOVEL ANTI-INFLAMMATORY PRO-DRUGS

The present invention relates to compounds according to formula (I): wherein R is selected from the group consisting of anti-inflammatory agents and pharmaceutically acceptable salts thereof, pharmaceutical compositions comprising compounds of formula (I) and the use of these pharmaceutical compositions for the treatment or prophylaxis of chronic inflammatory diseases, in particular those that are caused by chronically activated macrophages. The chronic inflammatory disease is in particular atherosclerosis, (rheumatoid) arthritis, an (auto)immune disease or sarcoidosis.

Stereospecific solution- and solid-phase glycosylations. Synthesis of β-linked saccharides and construction of disaccharide libraries using phenylsulfenyl 2-deoxy-2-trifluoroacetamido glycopyranosides as glycosyl donors

An efficient strategy to construct β-O-2-amino-2-deoxyglycopyranosidic linkages using glycosyl sulfoxides is demonstrated. Phenylsulfenyl 2-deoxy- 2-trifluoroacetamido glycopyranosides were found to be reactive glycosyl donors in both solid- and solution-phase glycosylations, affording the corresponding β-glycosides exclusively and in high yield. The trifluoroacetamido group was removed under mild conditions, allowing orthogonal derivatization of multiple protected amino groups on an oligosaccharide or glycoconjugate. On the basis of the results with these glycosyl donors, a solid-phase β-linked disaccharide library was constructed. The scope and flexibility of this approach will be discussed.