124477-00-5

Basic information

• Product Name: phenyl 2,6-di-O-benzoyl-3,4-O-(isopropylidene)-1-thio-β-D-galactopyranoside
• Synonyms: phenyl 2,6-di-O-benzoyl-3,4-O-(isopropylidene)-1-thio-β-D-galactopyranoside
• CAS NO: 124477-00-5
• Molecular Weight: 520.603
• Mol File: 124477-00-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: phenyl 2,6-di-O-benzoyl-3,4-O-(isopropylidene)-1-thio-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2,6-di-O-benzoyl-3,4-O-(isopropylidene)-1-thio-β-D-galactopyranoside(124477-00-5)
• EPA Substance Registry System: phenyl 2,6-di-O-benzoyl-3,4-O-(isopropylidene)-1-thio-β-D-galactopyranoside(124477-00-5)

Safety Data

• Hazardous Substances Data: 124477-00-5(Hazardous Substances Data)

Upstream product

• 2936-70-1 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 108-98-5 thiophenol 
• 13992-16-0 1-deoxy-1-(phenylthio)-2,3,4,6-tetra-O-acetyl-β-D-galactopyranose 
• 124476-99-9 phenyl 2,6-di-O-acetyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside 
• 16758-34-2 1-thiophenyl-β-D-galactopyranoside 
• 270075-72-4 phenyl 1-thio-3,4-O-isopropylidene-6-O-(1-methoxyl-1-methylethyl)-β-D-galactopyranoside 

Downstream Products

• 124477-11-8 1,5-anhydro-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-D-lyxo-hex-1-enitol 
• 124476-98-8 phenyl 3,4-O-isopropylidene-2,6-di-O-methyl-1-thio-β-D-galactopyranoside 
• 124477-04-9 3,4-O-isopropylidene-2,6-di-O-methyl-β-D-galactopyranosyl phenyl sulphone 
• 124476-99-9 phenyl 2,6-di-O-acetyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside 
• 124476-96-6 phenyl 2,6-di-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside 
• 124477-03-8 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone 
• 124477-05-0 2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone 
• 124477-12-9 2,6-anhydro-5-deoxy-3,4-O-isopropylidene-D-arabino-hex-5-enitol 
• 161602-53-5 phenyl 2,6-di-O-benzoyl-3,4-O-[1-(methoxycarbonyl)ethylidene]-1-thio-β-D-galactopyranoside 
• 161602-55-7 phenyl 2,6-di-O-benzoyl-3,4-O-[1-(methoxycarbonyl)ethylidene]-1-thio-β-D-galactopyranoside 
• 161602-69-3 5-<(benzyloxycarbonyl)amino>pentyl 6-O-benzoyl-3,4-O-<1-(S)-(methoxycarbonyl)ethylidene>-2-O-(3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranosyl)-β-D-galactopyranoside 
• 161602-66-0 5-<(benzyloxycarbonyl)amino>pentyl 6-O-benzoyl-2-O-(2-chloroacetoxymethyl)benzoyl-3,4-O-<1-(R)-(methoxycarbonyl)ethylidene>-β-D-galactopyranoside 
• 161602-65-9 phenyl 6-O-benzoyl-2-O-(2-chloroacetoxymethyl)benzoyl-3,4-O-<1-(R)-(methoxycarbonyl)ethylidene>-1-thio-β-D-galactopyranoside 
• 161602-68-2 5-<(benzyloxycarbonyl)amino>pentyl 6-O-benzoyl-3,4-O-<1-(R)-(methoxycarbonyl)ethylidene>-β-D-galactopyranoside 

Relevant articles and documents

Studies towards the total synthesis of repeating unit of O-sulfated polysaccharide from marine bacterium Cobetia pacifica KMM 3878

Herein we report assembly of the appropriately protected trisaccharide repeating unit of Cobetia pacifica KMM 3878 O-sulfated polysaccharide. Our synthesis involves 3,4-O-pyruvilated galactose as the key building block which acts as a donor as well as acceptor in the construction of trisaccharide. We obtained the R isomer as a major stereoisomer in the pyruvilation reaction. The glycosylations proceeded with high stereo and regioselectivity.

PREPARATION OF PYRANOID GLYCAL DERIVATIVES FROM PHENYL THIOGLYCOSIDES AND GLYCOSYL PHENYL SULPHONES

Phenyl thioglycopyranosides with various protecting groups (acetal, ether, ester) underwent reductive lithiation at C-1, followed by rapid elimination of the 2-substituent, when treated with lithium naphthalenide in tetrahydrofuran at low temperature.Thus