857892-47-8

Upstream product

• 19879-84-6 2,3,4,6-tetra-O-acetyl-1-thio-D-galactopyranose 
• 857892-36-5 triphenylmethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside 
• 100-39-0 benzyl bromide 
• 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 academic research and scientific papers

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

MMTr as an efficient anomeric S-protecting group for the synthesis of glycosyl thiols

The 4-monomethoxytrityl (MMTr) group was introduced in high yields to anomeric sulfhydryl functions using commercially available MMTrCl. Significantly, it is stable to a variety of reaction conditions, including acids and bases, and is removable under ver

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.