1585169-36-3

Upstream product

• 132817-37-9 1,2,3-Trimethoxy-4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)benzene 
• 141196-74-9 1-trifluoroacetoxy-2,3,4,6-tetra-O-benzyl-α,β-D-glucopyranoside 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 

Downstream Products

• 1585169-37-4 C₄₄H₄₆O₉ 
• 1585169-38-5 C₄₃H₄₄O₉ 
• 1585169-39-6 C₅₀H₅₀O₉ 
• 1585169-40-9 C₅₀H₅₀O₁₀ 
• 132817-37-9 1,2,3-Trimethoxy-4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)benzene 

Relevant academic research and scientific papers

Synthesis of 3,3′-Di- O -methyl ardimerin and exploration of its DNA binding properties

The 3,3′-di-O-methyl derivative (15) of the bis-C-aryl glycoside natural product ardimerin (1) has been synthesized in 11 steps from 2,3,4,6-tetrabenzylglucose (2) and 1,2,3-trimethoxybenzene (3). Key steps in the synthesis involve a Lewis acid mediated Friedel-Crafts type glycosylation and a Yamaguchi lactonization under Yonemitsu conditions. 3,3′-Di-O-methyl ardimerin aggregates in aqueous solutions at concentrations greater than 1 M, and both UV and fluorescence binding studies indicate that 15 has a low affinity for duplex DNA.