225242-75-1

Basic information

• Product Name: Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-benzenesulfinyl-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-4-yl ester
• Synonyms: Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-benzenesulfinyl-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-4-yl ester
• CAS NO: 225242-75-1
• Molecular Weight: 509.457
• Mol File: 225242-75-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-benzenesulfinyl-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-4-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-benzenesulfinyl-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-4-yl ester(225242-75-1)
• EPA Substance Registry System: Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-benzenesulfinyl-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-4-yl ester(225242-75-1)

Safety Data

• Hazardous Substances Data: 225242-75-1(Hazardous Substances Data)

Upstream product

• 5432-46-2 1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 51471-40-0 6-(hydroxymethyl)-3-[4-methoxybenzylideneamino]tetrahydropyran-2,4,5-triol 
• 7139-63-1 1,3,4,6-tetra-O-acetyl-2-(trifluoroacetamido)-2-deoxy-β-D-glucopyranoside 
• 7597-81-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(4-methoxybenzylidene)amino-β-D-glucopyranose 
• 225242-73-9 phenyl(2-trifluoracetamido-2-deoxy-3,4,6-tri-O-acetyl-1-thio-D-glucopyranoside) 

Relevant articles and documents

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.