110911-57-4

Basic information

• Product Name: benzyl-2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-talopyranoside
• Synonyms: benzyl-2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-talopyranoside
• CAS NO: 110911-57-4
• Molecular Weight: 437.447
• Mol File: 110911-57-4.mol
• Article Data: 38

Chemical Properties

• CAS DataBase Reference: benzyl-2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-talopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl-2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-talopyranoside(110911-57-4)
• EPA Substance Registry System: benzyl-2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-talopyranoside(110911-57-4)

Safety Data

• Hazardous Substances Data: 110911-57-4(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 62098-31-1 benzyl 3,4,6-tri-O-acetyl-2-amino-2-deoxy-β-D-glucopyranoside 
• 100-51-6 benzyl alcohol 
• 51533-00-7 2-acetylamino-3,4,6-triacetyl-2-deoxy-α-D-glucopyranosyl bromide 
• 439-02-1 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl fluoride 
• 3068-34-6 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester 
• 3006-60-8 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose 
• 3006-60-8 Acetic acid (2R,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-4-yl ester 
• 10378-06-0 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline 
• 3006-60-8 2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranosyl acetate 
• 7512-17-6 N-Acetyl-D-glucosamine 
• 100-39-0 benzyl bromide 
• 13343-62-9 benzyl 2-acetamido-2-deoxy-α-D-glucopyranoside 
• 10375-65-2 benzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside 

Downstream Products

• 13343-61-8 benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 10375-65-2 benzyl 3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-α-D-glucopyranoside 
• 77277-00-0 C₂₅H₃₁NO₇ 
• 1422527-28-3 deprotected 9 
• 1333414-20-2 C₃₀H₄₆N₂O₁₂Si 
• 1333414-23-5 C₅₀H₆₅N₃O₂₁Si 
• 1333414-26-8 C₄₄H₆₅N₃O₂₀Si 
• 1333414-30-4 C₅₁H₇₂N₃O₂₃PSi 
• 1333414-32-6 C₄₆H₆₀N₃O₂₃P 
• 79184-08-0 3,4,6-tri-O-acetyl-2-acetamido-1-O-[bis(benzyloxy)phophoryl]-2-deoxy-α-D-glucopyranose 

Relevant articles and documents

The effect of deoxyfluorination and: O -acylation on the cytotoxicity of N -acetyl-d-gluco- And d-galactosamine hemiacetals

Fully acetylated deoxyfluorinated hexosamine analogues and non-fluorinated 3,4,6-tri-O-acylated N-acetyl-hexosamine hemiacetals have previously been shown to display moderate anti-proliferative activity. We prepared a set of deoxyfluorinated GlcNAc and GalNAc hemiacetals that comprised both features: O-acylation at the non-anomeric positions with an acetyl, propionyl and butanoyl group, and deoxyfluorination at selected positions. Determination of the in vitro cytotoxicity towards the MDA-MB-231 breast cancer and HEK-293 cell lines showed that deoxyfluorination enhanced cytotoxicity in most analogues. Increasing the ester alkyl chain length had a variable effect on the cytotoxicity of fluoro analogues, which contrasted with non-fluorinated hemiacetals where butanoyl derivatives had always higher cytotoxicity than acetates. Reaction with 2-phenylethanethiol indicated that the recently described S-glyco-modification is an unlikely cause of cytotoxicity.

Synthesis of lipo-chitooligosaccharide analogues and their interaction with LYR3, a high affinity binding protein for Nod factors and Myc-LCOs

Lipo-chitotetrasaccharide analogues where one central GlcNAc residue was replaced by a triazole unit have been synthesized from a derivative obtained by chitin depolymerization and a functionalized N-acetyl-glucosamine via the copper-catalyzed azide-alkyn

Ceric ammonium nitrate/acetic anhydride: A tunable system for the O-acetylation and mononitration of diversely protected carbohydrates

Esterification of a wide range of partially protected carbohydrate derivatives was achieved using acetic anhydride and a catalytic amount of ceric ammonium nitrate (CAN). Compatibility with the commonly used protecting groups was demonstrated, with the es