154618-72-1

Basic information

• Product Name: phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-galactopyranoside
• Synonyms: phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-galactopyranoside
• CAS NO: 154618-72-1
• Molecular Weight: 487.365
• Mol File: 154618-72-1.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-galactopyranoside(154618-72-1)
• EPA Substance Registry System: phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-galactopyranoside(154618-72-1)

Safety Data

• Hazardous Substances Data: 154618-72-1(Hazardous Substances Data)

Upstream product

• 1666-13-3 diphenyl diselenide 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 862851-12-5 phenyl 2-azido-2-deoxy-1-seleno-α-D-galactopyranoside 
• 66003-76-7 Diphenyliodonium triflate 
• 2179-79-5 phenyl selenocyanate 
• 4163-60-4 β-D-galactose peracetate 
• 150809-76-0 phenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-seleno-α-D-galactopyranoside 
• 74638-65-6 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl iodide 
• 3068-32-4 1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose 
• 86520-63-0 2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate 
• 282736-07-6 phenyl 2-azido-2-deoxy-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside 
• 167074-40-0 phenyl 3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-1-seleno-α-D-galactopyranoside 
• 645-96-5 Benzeneselenol 

Downstream Products

• 4981-97-9 phenyl 1-seleno-β-D-galactopyranoside 
• 177358-14-4 ethyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-allyl-3-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 177358-18-8 ethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopryanoside 
• 143995-70-4 C₆₇H₆₂O₁₃Se 
• 143995-71-5 C₆₇H₆₂O₁₃Se 
• 131919-44-3 C₆₂H₅₈O₁₅ 
• 131919-44-3 C₆₂H₅₈O₁₅ 
• 154618-80-1 C₆₃H₆₈O₁₀S 
• 154618-81-2 C₆₃H₆₈O₁₀S 
• 143995-75-9 ethyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside 
• 125084-78-8 C₆₂H₅₈O₁₅ 
• 143995-68-0 2,3,4,6-tetra-O-benzoyl-β-D-selenogalactopyranoside 
• 143995-69-1 C₃₃H₂₈O₈Se 
• 139903-48-3 phenyl-2,3,4,6-tetra-O-benzyl-1-seleno-β-D-galactopyrannoside 

Relevant articles and documents

InBr 3 -Catalyzed Synthesis of Aryl 1,2- trans -Thio(seleno)glycosides

InBr 3 is demonstrated to be an efficient catalyst for reactions of fully acetated aldoses with aryl mercaptans or selenophenol at room temperature, rapidly furnishing the corresponding thioglycosides or selenoglycosides with exclusively 1,2- t

Useful approach to the synthesis of aryl thio- and selenoglycosides in the presence of rongalite

A simple, mild, and cost effective methodology has been developed for the synthesis of aryl thio-and selenoglycosides from glycosyl halides and diaryl dichalcogenides. Diaryl dichalcogenides undergo reductive cleavage in the presence of rongalite (HOCH2SO2Na) to generate a chalcogenide anion in situ followed by reaction with glycosyl halides to furnish the corresponding aryl thio- and selenoglycosides in excellent yields. Using this protocol, synthesis of 4-methyl-7-thioumbelliferyl-β-d-cellobioside (MUS-CB), a fluorescent non-hydrolyzable substrate analogue for cellulases has been achieved.

Novel approaches for the synthesis and activation of thio- and selenoglycoside donors

(Chemical Equation Presented) Alkyl thio-, phenyl seleno-, and phenyl thioglycosides can be prepared through short synthetic sequences based on the generation of glycosyl iodides as versatile intermediates. In addition, a novel cheap combined system (stoichiometric NBS and catalytic Bi(OTf)3) has been developed for rapid and efficient activation of a wide variety of thio- and selenoglycoside donors.