209248-35-1

Basic information

• Product Name: Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester
• CAS NO: 209248-35-1
• Molecular Weight: 1301.67
• Mol File: 209248-35-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester(209248-35-1)
• EPA Substance Registry System: Phosphoric acid dibenzyl ester (2R,3S,4R,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-(bis-benzyloxy-phosphoryloxy)-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-3-yl ester(209248-35-1)

Safety Data

• Hazardous Substances Data: 209248-35-1(Hazardous Substances Data)

Upstream product

• 209248-32-8 (3aS,4R,6R,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-2,2-dimethyl-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran 
• 209248-29-3 (3aS,4R,6R,7R,7aR)-4-Hydroxymethyl-2,2-dimethyl-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 171733-54-3 2-(tetradecyl)hexadecyl β-D-galactopyranoside 
• 171733-75-8 Acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(2-tetradecyl-hexadecyloxy)-tetrahydro-pyran-4-yl ester 
• 86520-63-0 2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate 
• 158847-14-4 2-tetradecylhexadecan-1-ol 
• 108549-23-1 Dibenzyl N,N-diisopropylphosphoramidite 

Relevant articles and documents

Synthetic studies on selectin ligands/lnhibitors. Synthesis and biological evaluation of sulfated and phosphorylated β-D-galacto- and lactopyranosides containing fatty-alkyl residues of different carbon chain lengths

To investigate the biological selectin-ligand interactions, fourteen sulfated and eight phosphorylated β-D-galacto- and lactopyranosides containing branched fatty-alkyl residues in place of the ceramide have been synthesized. Regioselective sulfation of the parent glycolipids through the dibutylstannylene acetal with a certain amount of sulfur trioxide- trimethylamine complex produced the target sulfated glycolipids, while stepwise phosphorylation by treatment of the properly protected diol with dibenzyloxy(diisopropylamino)phosphine gave the phosphorylated glycolipids. The synthetic glycolipids showed an interesting mode of inhibition of the binding of HL-60 cells to immobilized P-, L- and E-selectins during in vitro experiments. In addition, using computer modeling techniques, we examined the molecular basis for the ligand-selectin complex formation. These glycolipids may be useful as therapeutic agents against selectin-dependent inflammation.