857892-47-8

Basic information

• Product Name: 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranose
• Synonyms: 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranose
• CAS NO: 857892-47-8
• Molecular Weight: 556.723
• Mol File: 857892-47-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranose(857892-47-8)
• EPA Substance Registry System: 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranose(857892-47-8)

Safety Data

• Hazardous Substances Data: 857892-47-8(Hazardous Substances Data)

Upstream product

• 857892-36-5 triphenylmethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside 
• 100-39-0 benzyl bromide 
• 19879-84-6 2,3,4,6-tetra-O-acetyl-1-thio-D-galactopyranose 
• 916453-29-7 (2R,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[(4-methoxy-phenyl)-diphenyl-methylsulfanyl]-tetrahydro-pyran 
• 857892-40-1 triphenylmethyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside 

Downstream Products

• 1433190-74-9 C₃₈H₄₄O₆S₂ 
• 1433190-35-2 C₃₇H₄₂O₆S 
• 179090-11-0 (3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one 
• 935666-36-7 chloromethyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside 

Relevant articles and documents

Exploring the native chemical ligation concept for highly stereospecific glycosylation reactions

Various O-alkyl glycosides were obtained in a highly stereospecific manner with retention of configuration at the anomeric center. Our method has customized native chemical ligation concept for glycoconjugates synthesis, utilizing a meticulously controlle

2-Haloethyl 1-thioglycosides as new tools in glycoside syntheses. Part 1: Preparation, characteristics, general reactions

2-Haloethyl 1-thioglycosides are excellent leaving groups when the 2-haloethyl function is activated with silver salts or Lewis acids. These thioglycosides can be synthesized on the original Cerny route or for better compatibility with the needs of a more complex glycoside synthesis, in stepwise procedures via 2-(2-tetrahydropyran-2-yloxy)ethyl glycosides or trityl 1-thioglycosides. The initial step in glycosidation reaction presumably proceeds via a thiiranium ion, which is responsible for their increased reactivity compared with normal thioethers as leaving groups in glycoside syntheses. Basic features of this new system with respect to reactivity and selectivity in disaccharide syntheses are described.