216871-53-3

Upstream product

• 72174-24-4 (2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-thiol 
• 627-30-5 1-chloro-3-hydroxypropane 
• 916453-28-6 2,3,4,6-tetra-O-benzyl-β-D-(4-monomethoxytrityl) thioglucoside 
• 627-18-9 1-bromo-3-propanol 

Downstream Products

• 1433190-51-2 C₃₈H₄₄O₆S₂ 
• 1433190-79-4 C₃₈H₄₄O₆S₂ 
• 216871-58-8 3'-hydroxyprop-1'-yl S,S-dioxo-2,6-anhydro-2,3,4,6-tetra-O-benzyl-1-thio-βD-glucoside 

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

A Ramberg-Baecklund approach to the synthesis of C-glycosides, C-linked disaccharides, and C-glycosyl amino acids

Synthetic applications of exo-glycals, derived from S-glycoside dioxides using the Meyers variant of the Ramberg-Baecklund rearrangement, are described. These include a formal synthesis of a β-glycosidase inhibitor 12 and an efficient route to spirocyclic glucose derivatives 17 and 18. The synthesis of C-linked disaccharides 24, 31, and 38 and the C-glycosyl amino acid 49 using the Ramberg-Baecklund rearrangement is also reported. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

Synthetic applications of Ramberg-Backlund derived exo-glycals

Synthetic applications of the title glycals, prepared from S-glycoside dioxides using the Meyers' variant of the Ramberg-Backlund rearrangement are described. These include a formal total synthesis of a novel β-glycosidase inhibitor, and an efficient route to spirocyclic glucose derivatives. In addition, silyl methodology has been developed which allows unprotected exo- glycals to be synthesised.