266363-99-9

Upstream product

• 40591-65-9 2,3,4,6-tetra-O-acetylgalactopyranosyl-1-β-pseudothiourea hydrobromide 
• 624-38-4 para-diiodobenzene 
• 266364-02-7 2,3,4,6-tetra-O-acetyl-S-(prop-2-ynyl)-1-thio-β-D-galactopyranoside 

Downstream Products

• 1071474-03-7 C₂₄H₃₀O₁₀S₂ 

Relevant academic research and scientific papers

Transition metal-catalyzed syntheses of 'rod-like' thioglycoside dimers

Using copper(I)-catalyzed Glaser reaction and palladium-catalyzed Sonogashira reaction, divalent 'rod-like' thiomanno-, gluco, galacto, and lactoside clusters were prepared in high yields. (C) 2000 Elsevier Science Ltd.

Synthesis of stable and selective inhibitors of human galectins-1 and -3

The syntheses of glycolytically stable galactosides and lactosides have been made toward the selective inhibition of human galectins-1 and -3. Transition metal-catalyzed cross-coupling reactions were used to create carbon-carbon bond formation (Sonogashira, Suzuki, Heck, Glaser). Additionally, Hantzsch condensation was used to create novel 2-aminothiazoles which reacted with a panel of acylating and sulfonylating reagents. Moreover, dimeric galactosides and lactosides bearing triazoles, regiospecifically prepared using copper-catalyzed Huisgen azide-alkyne [1,3]-dipolar cycloaddition, provided efficient galectins-1 and -3 inhibitors. Best monovalent inhibitor among the tested series was (E)-methyl 2-phenyl-4-(β-d-galactopyranosyl)-but-2-enoate 15 with inhibitory potency of 313 μM against galectin-1 and best dimers were bis-lactoside 68 and 75 having both inhibitory properties of 160 μM against Galectin-3.