7772-82-9

Basic information

• Product Name: (2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-(4-methylphenylsulfonamido)tetrahydro-2H-pyran-2,4,5-triyl triacetate
• Synonyms: (2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-(4-methylphenylsulfonamido)tetrahydro-2H-pyran-2,4,5-triyl triacetate
• CAS NO: 7772-82-9
• Molecular Weight: 501.511
• Mol File: 7772-82-9.mol

Chemical Properties

• CAS DataBase Reference: (2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-(4-methylphenylsulfonamido)tetrahydro-2H-pyran-2,4,5-triyl triacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-(4-methylphenylsulfonamido)tetrahydro-2H-pyran-2,4,5-triyl triacetate(7772-82-9)
• EPA Substance Registry System: (2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-(4-methylphenylsulfonamido)tetrahydro-2H-pyran-2,4,5-triyl triacetate(7772-82-9)

Safety Data

• Hazardous Substances Data: 7772-82-9(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 17460-45-6 tetra-acetyl glucosamine 
• 5432-46-2 1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 70-55-3 toluene-4-sulfonamide 
• 2873-29-2 D-glucal triacetate 

Downstream Products

• 438-95-9 tri-O-acetyl-2-(toluene-4-sulfonylamino)-2-deoxy-β-D-glucopyranosyl fluoride 
• 109097-15-6 2-(toluene-4-sulfonylamino)-1,6-anhydro-2-deoxy-β-D-glucopyranose 
• 109698-97-7 O³,O⁴-diacetyl-2-(toluene-4-sulfonylamino)-1,6-anhydro-2-deoxy-β-D-glucopyranose 
• 111270-20-3 tri-O-acetyl-2-(toluene-4-sulfonylamino)-2-deoxy-β-D-glucopyranosyl azide 
• 112656-74-3 N-(O¹-methyl-α-D-glucopyranose-2-yl)-toluene-4-sulfonamide 
• 125365-11-9 2-methyl-3-p-tolylsulfonyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-β-D-glucopyrano)-<2,1-d>-1-imidazoline 
• 63301-56-4 3,4,6-tri-O-acetyl-2-deoxy-2-(p-toluenesulfonamido)-α-D-glucopyranose 
• 122119-27-1 phenyl-[tri-O-acetyl-2-(toluene-4-sulfonylamino)-2-deoxy-α-D-glucopyranoside] 
• 78151-17-4 3,4,6-tri-O-acetyl-2-deoxy-2-p-toluenesulfonamido-α-D-glucopyranosyl bromide 

Relevant articles and documents

HF-Induced Intramolecular C-Arylation and C-Alkylation/Fluorination of 2-Aminoglycopyranoses

Internal C-aryl and C-alkyl glycosides derived from 2-aminoglycopyranoses have been synthesized, exploiting a HF-mediated stereoselective intramolecular glycosylation. These conditions are compatible with acetate protecting groups and allow introduction of aromatics with various electronic distributions at the anomeric position. This strategy also provides straightforward entry to original fluorinated sugar-azacycle hybrids via a tandem internal C-glycosylation/fluorination reaction starting from 2-N-allyl/propargyl glycopyranoses. All cyclizations proceed in a 1,2-cis stereocontrolled manner.

Convenient stereocontrolled amidoglycosylation of alcohols with acetylated glycals and trichloroethoxysulfonamide

A regio- and stereo-controlled, rhodium(II)-catalyzed amidoglycosylation of alcohols has been developed using O-acetylated glycals, trichloroethoxysulfonamide, and iodosobenzene. This one-pot amidoglycosylation was applied to a variety of primary and secondary alcohols to afford the β-O-glycosides with acceptable yields up to 84%. The reaction would proceed via stereoselective intermolecular aziridination of the glycal from the α-face followed by SN2 reaction with alcohol at C-1 from the β-face to give 1,2:2,3-di-trans-substituted isomer only.