17460-45-6

Basic information

• Product Name: TETRA-O-ACETYL-2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOSE
• Synonyms: TETRA-O-ACETYL-2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOSE
• CAS NO: 17460-45-6
• Molecular Formula: C₁₄H₂₁NO₉
• Molecular Weight: 347.31784
• Mol File: 17460-45-6.mol
• Article Data: 26

Chemical Properties

• Appearance: /
• CAS DataBase Reference: TETRA-O-ACETYL-2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: TETRA-O-ACETYL-2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOSE(17460-45-6)
• EPA Substance Registry System: TETRA-O-ACETYL-2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOSE(17460-45-6)

Safety Data

• Hazardous Substances Data: 17460-45-6(Hazardous Substances Data)

Upstream product

• 52162-39-7 2-(benzylidene)amino-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose 
• 5432-46-2 1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 90-76-6 2-deoxy-2-amino glucose 
• 7647-01-0 hydrogenchloride 
• 67-64-1 acetone 
• 676166-27-1 2-(2-acetoxy-benzylidenamino)-tetra-O-acetyl-2-deoxy-β-D-glucopyranose 
• 7597-81-1 (2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-((E)-(4-methoxybenzylidene)amino)tetrahydro-2Hpyran-2,4,5-triyl triacetate 
• 7597-81-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(4-methoxybenzylidene)amino-β-D-glucopyranose 
• 90176-39-9 2-benzylideneamino-2-deoxy-β-D-glucopyranose 
• 51471-40-0 2--2-deoxy-D-glucopyranose 
• 108-24-7 acetic anhydride 
• 14131-62-5 D-glucosamine hydrochloride 
• 80321-89-7 1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-β-D-glucopyranose 

Downstream Products

• 106117-37-7 tetra-O-acetyl-2-[(N-benzyloxycarbonyl-α-L-glutamyl)-amino]-2-deoxy-β-D-glucopyranose 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 31505-46-1 tetra-O-acetyl-2-(2-carboxy-benzoylamino)-2-deoxy-β-D-glucopyranose 
• 68499-61-6 N-bromoacetyl-β-D-glucosamine tetra-O-acetate 
• 150698-52-5 2-(3-bromo-benzoylamino)-2-deoxy-D-glucose 
• 857677-98-6 1,3,4,6-tetra-O-acetyl-2-azidoacetamide-2-deoxy-β-D-glucopyranose 
• 948565-46-6 1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)glycyl)amino]-2-deoxy-β-D-glucopyranose 
• 16682-10-3 1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)-L-alanyl)amino]-2-deoxy-β-D-glucopyranose 
• 115048-14-1 tetra-O-acetyl-2-(4-nitro-benzoylamino)-2-deoxy-β-D-glucopyranose 
• 7772-82-9 (2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-(4-methylphenylsulfonamido)tetrahydro-2H-pyran-2,4,5-triyl triacetate 
• 384834-91-7 tetra-O-acetyl-2-(3-nitro-benzoylamino)-2-deoxy-β-D-glucopyranose 
• 117153-32-9 1,3,4,6-tetra-O-acetyl-2-N-(3,5-dinitro)benzoyl-2-deoxy-β-D-glucopyranose 
• 10385-49-6 1,2,4,6-tetra-O-acetyl-2-benzamido-2-deoxy-β-D-glucopyranose 
• 68499-56-9 1,3,4,6-tetra-O-acetyl-2-chloroacetamido-2-deoxy-β-D-glucopyranoside 

Relevant articles and documents

Hydrolysis of the GlcNAc oxazoline: deamidation and acyl rearrangement

The specific deamidation of 2-acetamido-1,3,4,6-tetra-O-acetyl-α-D-glucopyranose is achieved by p-toluenesulfonic acid-promoted hydrolysis of 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyrano)--2-oxazoline 2 to give quantitative formation of the 1,3,4,6-tetra-O-actyl-2-amino-2-deoxy-α-D-glucopyranose p-toluenosulfonate (5d).This two-step procedure provides an amino sugar which may be readily acylated to give novel glycoconjugates.Altermatively, base-catalyzed O-1 --> N-2 acyl rearrangemet of the amino tosylate 5d gives the 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-glucopyranose 4 as a 9:1 mixture of α and β anomers.Thus, hydrolysis of GlcNAc oxazoline 2 gives the amino-ester 5 as the kinetic product and the amido-alcohol 4 as the thermodynamic product.Keywords: GlcNAc oxazoline; Deamidation; Acyl rearrangement

1,8-NAPHTHYRIDINE GLUCOSAMINE DERIVATIVES, THEIR USE IN THE TREATMENT OF MICROBIAL INFECTIONS, AND A METHOD FOR PREPARATION

The present disclosure provides a compound of Formula (I) or any pharmaceutically acceptable salt thereof for use in treating a microbial infection in a subject, a method for preparing the same, and a pharmaceutical composition thereof: (I) wherein R

Rational Design of a DNA-Scaffolded High-Affinity Binder for Langerin

Binders of langerin could target vaccines to Langerhans cells for improved therapeutic effect. Since langerin has low affinity for monovalent glycan ligands, highly multivalent presentation has previously been key for targeting. Aiming to reduce the amoun