1520094-75-0

Upstream product

• 127642-33-5 methyl L-glycero-α-D-manno-heptopyranoside 
• 1520094-68-1 methyl 6,7-O-(1,1,3,3-tetraisopropyl-1,3-disiloxane-1,3-diyl)-Lglycero-α-D-manno-heptopyranoside 
• 98-88-4 benzoyl chloride 
• 69304-37-6 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane 

Downstream Products

• 1520094-79-4 methyl 2,3-di-O-benzoyl-4-O-dibenzyloxyphosphoryl-6-O-(3-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-1-yl)-L-glycero-α-D-manno-heptopyranoside 
• 1520094-99-8 methyl 2,3-di-O-benzoyl-4-O-(dibenzyloxyphosphoryl)-L-glycero-α-D-manno-heptopyranoside 
• 1520095-00-4 methyl 2,3-di-O-benzoyl-L-glycero-α-D-manno-heptopyranoside4-O-phosphoric acid 

Relevant academic research and scientific papers

Convergent synthesis of 4-o-phosphorylatedl-glycero-d-manno-heptosyl lipopolysaccharide core oligosaccharides based on regioselective cleavage of a 6,7-o-tetraisopropyldisiloxane-1,3-diyl protecting group

The structurally conserved lipopolysaccharide core region of many Gram-negative bacteria is composed of trisaccharides containing 4-O-phosphorylated L-glycero-Dmanno- heptose (L,D-Hep) units, which act as ligands for antibodies and lectins. The disaccharides Glc-(1?3)-Hep4P Hep-(1?3)-Hep4P and Hep-(1?7)-Hep4P and the branched trisaccharide Glc-(1?3)-[Hep-(1?7)]-Hep4P, respectively, have been synthesized from a methyl heptopyranoside acceptor in less than 10 steps. The synthetic strategy was based on the early introduction of a phosphotriester at position 4 of heptose followed by a regioselective opening of a 6,7-O-(1,1,3,3-tetraisopropyl-1,3- disiloxane-1,3-diyl) group allowing for a straightforward access to glycosylation at position 7. Perbenzylated N-phenyl trifluoroacetimidate glucosyl and heptosyl derivatives served as a-selective glycosyl donors.