428862-89-9

Upstream product

• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 58438-08-7 (2R)-1,2-di-O-benzyl-3-O-(2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranosyl)glycerol 
• 34382-11-1 (2R)-1-O-(2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranosyl)glycerol 
• 76739-15-6 1,2-O-isopropylidene-3-O-(β-D-glucopyranosyl)-sn-glycerol 
• 34382-09-7 <(4S)-2,2-dimethyl-1,3-dioxolan-4-yl>methyl tetra-O-acetyl-β-D-glucopyranoside 
• 428862-88-8 1,2-O-isopropylidene-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol 

Downstream Products

• 428862-90-2 1,2-di-O-oleoyl-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol 

Relevant academic research and scientific papers

RCM-based synthesis of a variety of β-C-glycosides and their in vitro anti-solid tumor activity

(Chemical Equation Presented) The synthesis of a number of biologically relevant C-glycosides has been carried out through the use of an esterification-ring-closing metathesis (RCM) strategy. The required acid precursors were readily prepared via a number of standard chemical transformations followed by dehydrative coupling of these acids with several olefin alcohols 1 to yield the precursor esters 3 in excellent yield. Methylenation of the esters 3 was followed by RCM and in situ hydroboration-oxidation of the formed glycals to furnish the protected β-C-glycosides 6 in good overall yield. Several examples were converted to the corresponding C-glycoglycerolipids 17 and subsequently screened against solid-tumor cell lines for in vitro differential cytotoxicity.

Synthesis and mesogenic properties of glycosyl diacylglycerols.

We synthesised glycosyl diacylglycerols bearing unsaturated or chiral methyl branched fatty acid chains. The thermotropism was measured with polarising microscopy and additionally the lyotropism with the contact preparation method. The synthesised compoun