33993-25-8

Basic information

• Product Name: 2-Naphthyl-beta-D-galactopyranoside
• Synonyms: 2-NAPHTHYL-BETA-D-GALACTOPYRANOSIDE;2-NAPHTHYL-BETA-D-GALACTOPYRANOSIDE HYDRATE;2-NAPHTHYL-BETA-D-GALACTOPYRANOSIDE MONOHYDRATE;BETA-NAP-BETA-D-GAL;BETA-NAPHTHYL BETA-D-GALACTOPYRANOSIDE;BETA-NAPHTHYL-BETA-D-GALAKTOPYRANOSIDE;BETA-NAPHTHYL-BETA-GALACTOSIDE;NAPHTHYL-B-D-GALACTOPYRANOSIDE, 2-
• CAS NO: 33993-25-8
• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31
• EINECS: 251-778-5
• Product Categories: Substrates;Carbohydrates & Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals;substrate
• Mol File: 33993-25-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 196-198 °C(lit.)
• Boiling Point: 568℃
• Flash Point: 297℃
• Appearance: white to slightly off-white powder
• Density: 1.454
• Storage Temp.: −20°C
• Solubility: Ethyl Acetate, Methanol
• CAS DataBase Reference: 2-Naphthyl-beta-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Naphthyl-beta-D-galactopyranoside(33993-25-8)
• EPA Substance Registry System: 2-Naphthyl-beta-D-galactopyranoside(33993-25-8)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 33993-25-8(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Definition

ChEBI: A beta-D-galactoside having a 2-naphthyl substituent at the anomeric position.

Upstream product

• 135-19-3 β-naphthol 
• 4451-36-9 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride 
• 875-83-2 sodium 2-naphtholate 
• 108-24-7 acetic anhydride 
• 4163-60-4 β-D-galactose peracetate 

Relevant articles and documents

Hierarchical Self-Assembly of a Water-Soluble Organoplatinum(II) Metallacycle into Well-Defined Nanostructures

A water-soluble metallosupramolecular hexagon containing pendant methyl viologen (MV) and trimethylammonium units at the vertices has been synthesized via an organoplatinum(II) pyridyl coordination-driven self-assembly reaction. The MV units of the metallacycle were further utilized in the formation of a heteroternary complex with cucurbit[8]uril and a galactose-functionalized naphthalene derivative, yielding a metallacycle-cored carbohydrate cluster that was subsequently ordered into nanospheres and tapes, depending upon the concentration.

Solution and Solid-Phase Stereocontrolled Synthesis of 1,2-cis-Glycopyranosides with Minimally Protected Glycopyranosyl Donors Catalyzed by BF3-N,N-Dimethylformamide Complex

Methods are described for the stereoselective synthesis of 1,2-cis glycopyranosides in the d-galacto, d-gluco, and 2-azido-2-deoxy-d-glucopyranoside series utilizing minimally protected (3-bromo-2-pyridyloxy) β-d-glycopyranosyl donors in the presence of BF3-N,N-dimethylformamide (DMF) as a catalyst and a variety of alcohol acceptors relying on the "remote activation concept". Precursors to antifreeze glycopeptide components are synthesized in excellent yields and high α/β ratios. The method is adaptable to one-pot sequential glycosidation as well as to solid-supported synthesis giving access to diverse sets of minimally protected α-d-glycopyranosides as major products.