669775-79-5

Upstream product

• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 669775-77-3 1,2-O-(1-ethylthioethylidene)-α-D-glucopyranose 
• 64656-17-3 3,4,6-tri-O-acetyl-1,2-O-[1-(ethylsulfanyl)ethylidene]-α-D-glucopyranose 
• 669775-78-4 6-O-tert-butyldiphenylsilyl-3,4-O-(1,1,3,3-tetraisopropyl-1,3-disiloxane-1,3-diyl)-1,2-O-(1-ethylthioethylidene)-α-D-glucopyranose 

Relevant academic research and scientific papers

Synthesis of rhamnosylated diosgenyl glucosides as mimetics of cytostatic steroidal saponins from Ornithogalum saundersiae and Galtonia candicans

The synthesis of mimetic 3 of the steroid saponins 1 and 2 was investigated. As a substitute for the complex 22-homo-23-nor-steroid moieties A and B in 1 and 2 diosgenin C was introduced. The silyl protected thioorthoester 20 was successfully employed for glucosylation. After selective 2-O-deacetylation, the glucosylated diosgenyl acceptor 23 was rhamnosylated. The 4-O-p-methoxybenzoylated donor 12 gave only minor yields. By using the tri-O-benzoyl protected donor 15 the α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→3β) -diosgenin derivative 25 was obtained.