3006-60-8

Basic information

• Product Name: 2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-b-D-galactopyranose
• Synonyms: (2S,3R,4R,5R,6R)-3-AcetaMido-6-(acetoxyMethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate;Bate-D-Galactosamine pentaacetate;[(2R,3R,4R,5R,6S)-5-acetamido-3,4,6-triacetyloxyoxan-2-yl]methyl acetate;2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-b-D-galactopyranose;2-(Acetylamino)-2-deoxy-beta-D-galactopyranose 1,3,4,6-tetraacetate;beta-D-2-Acetamido-2-deoxy-galactopyranose 1,3,4,6-tetraacetate;1,3,4,6-Tetra-O-acetyl-2-acetaMino-2-desoxy-β-D-Mannopyranose;1,3,4,6-tetra-O-acetyl-2-(acetylamino)-2-deoxy-beta-D-galactopyranose
• CAS NO: 3006-60-8
• Molecular Formula: C₁₆H₂₃NO₁₀
• Molecular Weight: 389.36
• Product Categories: API
• Mol File: 3006-60-8.mol
• Article Data: 148

Chemical Properties

• Melting Point: 234-236℃
• Boiling Point: 530.2°C at 760 mmHg
• Flash Point: 274.4°C
• Appearance: /
• Density: 1.30
• Vapor Pressure: 2.53E-11mmHg at 25°C
• Refractive Index: 1.492
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility: Chloroform (Slightly, Heated, Sonicated), DMSO (Slightly, Heated), Methanol (Sli
• PKA: 13.41±0.70(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-b-D-galactopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-b-D-galactopyranose(3006-60-8)
• EPA Substance Registry System: 2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-b-D-galactopyranose(3006-60-8)

Safety Data

• Hazardous Substances Data: 3006-60-8(Hazardous Substances Data)

Usage

Uses

(2S,3R,4R,5R,6R)-3-Acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl Triacetate is used to synthesize selenium monosaccharide as metabolic biomarker.

InChI:InChI=1/C16H23NO10/c1-7(18)17-13-15(25-10(4)21)14(24-9(3)20)12(6-23-8(2)19)27-16(13)26-11(5)22/h12-16H,6H2,1-5H3,(H,17,18)/t12-,13-,14+,15-,16-/m1/s1

Upstream product

• 108-24-7 acetic anhydride 
• 81336-82-5 2-(trimethylsilyl)ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside 
• 64-19-7 acetic acid 
• 3068-34-6 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester 
• 5432-46-2 1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride 
• 75-36-5 acetyl chloride 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 100-39-0 benzyl bromide 
• 7512-17-6 N-Acetyl-D-glucosamine 
• 67-56-1 methanol 
• 127-09-3 sodium acetate 
• 10034-19-2 1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-α-D-glucopyranose hydrochloride 
• 90-76-6 2-deoxy-2-amino glucose 
• 72-87-7 N-acetyl-D-mannosamine 

Downstream Products

• 121356-12-5 [1]naphthyl-(tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranoside) 
• 111443-19-7 2-acetylamino-1,1-diphenyl-1,2-dideoxy-D-glucitol 
• 13089-27-5 p-nitrophenyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranoside 
• 3068-34-6 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester 
• 7512-17-6 2-acetamido-2-deoxy-D-glucose 
• 4239-72-9 ethyl 2-acetamido-3,4,6-tetra-O-acetyl-2-deoxy-1-thio-β-D-glucopyranoside 
• 6082-22-0 methyl α-D-N-acetylgalactosamine 
• 7437-12-9 methyl-(2-acetylamino-tri-O-methyl-2-deoxy-β-D-galactopyranoside) 
• 10385-50-9 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-galactopyranoside 
• 10294-12-9 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranose 
• 10378-06-0 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline 
• 72333-19-8 propyl 2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 84218-49-5 O-(N-acetamido-2-tri-O-acetyl-3,4,6-desoxy-2-β-D-glucopyranosyl)-4-O-acetyl-1-tri-O-benzyl-2,3,5-D-ribitol 
• 6205-69-2 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl azide 

Relevant articles and documents

Glycodendrimers and modified ELISAs: Tools to elucidate multivalent interactions of galectins 1 and 3

Multivalent protein-carbohydrate interactions that are mediated by sugar-binding proteins, i.e., lectins, have been implicated in a myriad of intercellular recognition processes associated with tumor progression such as galectin-mediated cancer cellular migration/metastatic processes. Here, using a modified ELISA, we show that glycodendrimers bearing mixtures of galactosides, lactosides, and N-acetylgalactosaminosides, galectin-3 ligands, multivalently affect galectin-3 functions. We further demonstrate that lactose functionalized glycodendrimers multivalently bind a different member of the galectin family, i.e., galectin-1. In a modified ELISA, galectin-3 recruitment by glycodendrimers was shown to directly depend on the ratio of low to high affinity ligands on the dendrimers, with lactose-functionalized dendrimers having the highest activity and also binding well to galectin-1. The results depicted here indicate that synthetic multivalent systems and upfront assay formats will improve the understanding of the multivalent function of galectins during multivalent protein carbohydrate recognition/interaction.

2,3-Carbamate mannosamine glycosyl donors in glycosylation reactions of diacetone-D-glucose. An experimental and theoretical study

The role of the cyclic 2,3-N,O-carbamate protecting group in directing the selectivity of mannosylation reactions of diacetone-D-glucose, promoted by BSP/Tf2O via α-triflate intermediates, has been investigated through a combined computational

A silyl ether-protected building block forO-GlcNAcylated peptide synthesis to enable one-pot acidic deprotection

In this report, we introduce a novel building block for Fmoc/tBu solid phase peptide synthesis (SPPS) of β-linkedO-GlcNAcylated peptides. This building block carries acid labile silyl ether protecting groups, which are fully removed under TFA-mediated peptide cleavage conditions from the resin, thus requiring fewer synthetic steps and no intermediate purification as compared to other acid or base labile protecting group strategies.