166907-09-1

Basic information

• Product Name: Benzyl 2-Azido-2-deoxy-α-D-galactopyranoside
• Synonyms: Benzyl 2-Azido-2-deoxy-α-D-galactopyranoside;PhenylMethyl 2-Azido-2-deoxy-α-D-galactopyranoside;Benzyl 2-azido-2-deoxy-a-D-galactopyranoside
• CAS NO: 166907-09-1
• Molecular Formula: C13H17N3O5
• Molecular Weight: 295.29118
• Product Categories: Aromatics;Carbohydrates & Derivatives
• Mol File: 166907-09-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform, DMSO, Methanol
• CAS DataBase Reference: Benzyl 2-Azido-2-deoxy-α-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl 2-Azido-2-deoxy-α-D-galactopyranoside(166907-09-1)
• EPA Substance Registry System: Benzyl 2-Azido-2-deoxy-α-D-galactopyranoside(166907-09-1)

Safety Data

• Hazardous Substances Data: 166907-09-1(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

InChI:InChI=1/C13H17N3O5/c14-16-15-10-12(19)11(18)9(6-17)21-13(10)20-7-8-4-2-1-3-5-8/h1-5,9-13,17-19H,6-7H2/t9?,10-,11-,12+,13-/m0/s1

Upstream product

• 68733-05-1 peracetylated α-glycosyl nitrate 2-azido-2-deoxy-D-galactopyranose 
• 20194-18-7 sodium phenyl-methanolate 
• 100-51-6 benzyl alcohol 
• 67673-39-6 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide 
• 80321-89-7 1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-β-D-glucopyranose 
• 2873-29-2 D-glucal triacetate 
• 68733-20-0 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside 
• 95451-93-7 3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide 
• 95451-80-2 Benzyl-3,4,6-tri-O-acetyl-2-azido-2-desoxy-α-D-mannopyranosid 
• 68733-05-1 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl nitrate 

Downstream Products

• 484-57-1 (R)-2-(((3R,4R,5S,6R)-3-amino-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanoic acid 
• 79633-18-4 neocarzinostatin chromophore 

Relevant articles and documents

Peptidoglycan Modifications Tune the Stability and Function of the Innate Immune Receptor Nod2

Natural modifications of peptidoglycan modulate the innate immune response. Peptidoglycan derivatives activate this response via the intracellular innate immune receptor, Nod2. To probe how these modifications alter the response, a novel and efficient carbohydrate synthesis was developed to allow for late-stage modification of the amine at the 2-position. Modification of the carbohydrate was found to be important for stabilizing Nod2 and generating the proper response. The native Nod2 ligands demonstrate a significant increase in the cellular stability of Nod2. Moreover, changing the identity of the natural ligands at the carbohydrate 2-position allows for the Nod2-dependent immune response to be either up-regulated or down-regulated. The ligand structure can be adjusted to tune the Nod2 response, suggesting that other innate immune receptors and their ligands could use a similar strategy.

Chemical synthesis of the desialylated human Cad-anti-genic determinant.

Benzyl 2-azido-2-deoxy-beta-D-galactopyranoside was converted into benzyl 2-azido-4,6-O-benzyl-2-deoxy-beta-D-galactopyranoside via benzylidenation, p-methoxybenzylation, acid hydrolysis, benzylation, and selective oxidation. Condensation of 1,2,3,4,6-pen

SYNTHESE EINER DISACCHARIDEINHEIT AUS N-ACETYL-NEURAMINSAEURE UND 2-ACETAMIDO-2-DESOXY-D-GALACTOSE

The reaction of methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-D-glycero-β-D-galacto-2-nonulopyranosyl chloride)onate with benzyl 2-azido-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranoside promoted by mercury cyanide-mercury bromide afforded a 1:1 m