95058-07-4

Upstream product

• 79974-55-3 2,3-O-phytanyl-1-O-<3,4,6-tri-O-acetyl-2-O-(2-dibromomethylbenzoyl)-α-D-glucopyranosyl>-sn-glycerol 
• 4444-13-7 (Z)-1-bromo-3,7,11,15-tetramethylhexadec-2-ene 
• 79974-51-9 1-O-benzyl-2,3-di-O-phytyl-sn-glycerol 
• 79974-53-1 1-O-α-D-glucopyranosyl-2,3-di-O-phytanyl-sn-glycerol 
• 95058-06-3 2,3-di-O-<4,6-(tetraisopropyldisiloxane-1,3-diyl)-α-D-glucopyranosyl>-sn-glycerol 
• 79974-54-2 1-O-(2-O-dibromomethylbenzoyl-α-D-glucopyranosyl)-2,3-di-O-phytanyl-sn-glycerol 
• 79983-15-6 1-O-<2-O-(2-dibromomethylbenzoyl)-4,6-O-(tetraisopropyldisiloxane-1,3-diyl)-α-D-glucopyranosyl>-2,3-di-O-phytanyl-sn-glycerol 
• 95058-05-2 2,3-di-O-phytanyl-1-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-sn-glycerol 

Relevant academic research and scientific papers

SYNTHESIS OF TWO PURPLE-MEMBRANE GLYCOLIPIDS AND THE GLYCOLIPID SULFATE O-(β-D-GLUCOPYRANOSYL 3-SULFATE)-(1->6)-O-α-D-MANNOPYRANOSYL-(1->2)-O-α-D-GLUCOPYRANOSYL-(1->1)-2,3-DI-O-PHYTANYL-sn-GLYCEROL

The two purple-membrane glycolipids O-β-D-glucopyranosyl- and O-β-D-galactopyranosyl-(1->6)-O-α-D-mannopyranosyl-(1->2)-O-α-D-glucopyranosyl-(1->1)-2,3-di-O-phytanyl-sn-glycerol were prepared by coupling O-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->1)-2,3-di-O-phytanyl-sn-glycerol (9) with 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide or 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl bromide, respectively, followed by deacetylation.The glycolipid sulfate O-(β-D-glucopyranosyl 3-sulfate)-(1->6)-O-α-D-mannopyranosyl-(1->2)-O-α-D-glucopyranosyl-(1->1)-2,3-di-O-phytanyl-sn-glycerol was prepared by coupling of 9 with 2,4,6-tri-O-acetyl-3-O-trichloroethyloxycarbonyl-α-D-glucopyranosyl bromide in the presence of Hg(CN)2/HgBr2 followed by selective removal of the 3"'-trichloroethyloxycarbonyl group, sulfation of HO-3"', and deacetylation.The suitably protected key-intermediate 9 could be prepared by two distinct approaches.