10034-20-5

Basic information

• Product Name: 1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI
• Synonyms: 1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI;1,3,4,6-Tetra-O-acetyl-2-amino--D-glucopyranose, Hydrochloride;2-Amino-2-deoxy-1,3,4,6-tetra-O-acetyl--D-glucopyranose Hydrochloride;NSC 82044;1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-β-D-glucopyranose hydrochloride ,98%;1,3,4,6-Tetra-O-acetyl-2-amino-2-deoxy-beta-D-glucopyranose hydrochloride 98%;1,3,4,6-Tetra-O-acetyl-beta-D-glucosamine hydrochloride;1,3,4,6-Tetra-O-acetyl-2-aMino-2-deoxy-beta-D-gluc
• CAS NO: 10034-20-5
• Molecular Formula: C₁₄H₂₂NO₉*Cl
• Molecular Weight: 383.779
• Product Categories: Carbohydrates & Derivatives;Amines;Inhibitors
• Mol File: 10034-20-5.mol
• Article Data: 43

Chemical Properties

• Melting Point: 197-200°C
• Boiling Point: 429.5°Cat760mmHg
• Flash Point: 158.3°C
• Appearance: White to Pale Brown/Powder
• Density: g/cm³
• Vapor Pressure: 1.39E-07mmHg at 25°C
• Storage Temp.: -20°C Freezer
• Solubility: Methanol (Slightly), Water (Slightly)
• Water Solubility: Soluble in water at 10mg/ml
• CAS DataBase Reference: 1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI(10034-20-5)
• EPA Substance Registry System: 1,3,4,6-Tetra-O-acetyl-a-D-glucosamineHCI(10034-20-5)

Safety Data

• WGK Germany: 3
• RTECS: LZ6574000
• Hazardous Substances Data: 10034-20-5(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

InChI:InChI=1/C14H21NO9.ClH/c1-6(16)20-5-10-12(21-7(2)17)13(22-8(3)18)11(15)14(24-10)23-9(4)19;/h10-14H,5,15H2,1-4H3;1H/t10-,11-,12-,13-,14-;/m1./s1

Upstream product

• 14131-62-5 D-glucosamine hydrochloride 
• 14131-63-6 D-glucosamine hydrochloride 
• 75-36-5 acetyl chloride 
• 51471-42-2 N-(1,3,4,6-tetra-O-acetyl-2-deoxy-β-d-glucopyranos-2-yl)salicylaldimine 
• 51471-40-0 Anisalglucosamin 
• 14257-69-3 glucosamine 
• 51471-40-0 6-(hydroxymethyl)-3-[4-methoxybenzylideneamino]tetrahydropyran-2,4,5-triol 
• 7597-81-1 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(4-methoxybenzylidene)amino-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 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 108-24-7 acetic anhydride 
• 130005-73-1 3,4,6-tri-O-acetyl-2-deoxy-2-p-methoxybenzylideneamino-β-D-glucopyranose 
• 90176-39-9 2-benzylideneamino-2-deoxy-β-D-glucopyranose 
• 52162-39-7 2-(benzylidene)amino-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose 

Downstream Products

• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 870529-09-2 prop-2-enyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid 
• 870529-38-7 [((2S,3S,4R,5R,6R)-5-Amino-3,4-dihydroxy-6-phenethyloxy-tetrahydro-pyran-2-carbonyl)-amino]-acetic acid methyl ester 
• 870529-08-1 3-methylbutyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid 
• 874816-52-1 ((2R,3R,4R,5S,6R)-2-Hexyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester 
• 870529-11-6 hexyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid 
• 870529-41-2 {[(2S,3S,4R,5R,6R)-5-Amino-3,4-dihydroxy-6-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-tetrahydro-pyran-2-carbonyl]-amino}-acetic acid methyl ester 
• 870529-42-3 {[(2S,3S,4R,5R,6S)-5-Amino-3,4-dihydroxy-6-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-tetrahydro-pyran-2-carbonyl]-amino}-acetic acid methyl ester 
• 870529-10-5 2-phenylethyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid 
• 870529-02-5 prop-2-enyl 3,4,6-tri-O-acetyl-2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranoside 
• 870529-15-0 3-methylbutyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-N-{[(methoxy)carbonyl]methyl}-β-D-glucopyranosiduronamide 
• 870529-01-4 3-methylbutyl 3,4,6-tri-O-acetyl-2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranoside 
• 870529-23-0 3-methylbutyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-N-{(S)-1-[(methoxy)carbonyl](methyl)methyl}-β-D-glucopyranosiduronamide 
• 870529-13-8 (1S,2S,5S)-5-methyl-2-(1-methylethyl)cyclohexyl 2-{[(benzyloxy)carbonyl]amino}-2-deoxy-β-D-glucopyranosiduronic acid 

Relevant articles and documents

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Total Synthesis of Tri-, Hexa- and Heptasaccharidic Substructures of the O-Polysaccharide of Providencia rustigianii O34

A general and efficient strategy for synthesis of tri-, hexa- and heptasaccharidic substructures of the lipopolysaccharide of Providencia rustigianii O34 is described. For the heptasaccharide seven different building blocks were employed. Special features of the structures are an α-linked galactosamine and the two embedded α-fucose units, which are either branched at positions-3 and -4 or further linked at their 2-position. Convergent strategies focused on [4+3], [3+4], and [4+2+1] couplings. Whereas the [4+3] and [3+4] coupling strategies failed the [4+2+1] strategy was successful. As monosaccharidic building blocks trichloroacetimidates and phosphates were employed. Global deprotection of the fully protected structures was achieved by Birch reaction.