79983-15-6

Basic information

• Product Name: 1-O-<2-O-(2-dibromomethylbenzoyl)-4,6-O-(tetraisopropyldisiloxane-1,3-diyl)-α-D-glucopyranosyl>-2,3-di-O-phytanyl-sn-glycerol
• CAS NO: 79983-15-6
• Molecular Weight: 1333.75
• Mol File: 79983-15-6.mol

Chemical Properties

• CAS DataBase Reference: 1-O-<2-O-(2-dibromomethylbenzoyl)-4,6-O-(tetraisopropyldisiloxane-1,3-diyl)-α-D-glucopyranosyl>-2,3-di-O-phytanyl-sn-glycerol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-<2-O-(2-dibromomethylbenzoyl)-4,6-O-(tetraisopropyldisiloxane-1,3-diyl)-α-D-glucopyranosyl>-2,3-di-O-phytanyl-sn-glycerol(79983-15-6)
• EPA Substance Registry System: 1-O-<2-O-(2-dibromomethylbenzoyl)-4,6-O-(tetraisopropyldisiloxane-1,3-diyl)-α-D-glucopyranosyl>-2,3-di-O-phytanyl-sn-glycerol(79983-15-6)

Safety Data

• Hazardous Substances Data: 79983-15-6(Hazardous Substances Data)

Upstream product

• 73407-51-9 o-di-bromomethyl-benzoyl chloride 
• 95058-06-3 2,3-di-O-<4,6-(tetraisopropyldisiloxane-1,3-diyl)-α-D-glucopyranosyl>-sn-glycerol 
• 4444-13-7 (Z)-1-bromo-3,7,11,15-tetramethylhexadec-2-ene 
• 6540-63-2 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 
• 79974-53-1 1-O-α-D-glucopyranosyl-2,3-di-O-phytanyl-sn-glycerol 
• 79974-51-9 1-O-benzyl-2,3-di-O-phytyl-sn-glycerol 

Downstream Products

• 95058-07-4 2-Formyl-benzoic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(S)-2,3-bis-(3,7,11,15-tetramethyl-hexadecyloxy)-propoxy]-tetrahydro-pyran-3-yl ester 
• 79974-55-3 2,3-O-phytanyl-1-O-<3,4,6-tri-O-acetyl-2-O-(2-dibromomethylbenzoyl)-α-D-glucopyranosyl>-sn-glycerol 
• 79974-54-2 1-O-(2-O-dibromomethylbenzoyl-α-D-glucopyranosyl)-2,3-di-O-phytanyl-sn-glycerol 

Relevant articles and documents

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.