55053-28-6

Upstream product

• 69558-13-0 methyl 4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside 
• 14133-63-2 methyl 2,3-O-isopropylidene-α-L-rhamnoside 
• 100-39-0 benzyl bromide 
• 25019-69-6 methyl 4-O-benzyl-α-L-rhamnopyranoside 
• 25019-68-5 methyl 4-O-benzyl-2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 4166-79-4 methyl 2,6-dideoxy-3-O-methyl-α-D-ribo-hexopyranoside 

Downstream Products

• 90670-49-8 tert-Butyl-((2S,3S,4S)-4-methoxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-dimethyl-silane 

Relevant academic research and scientific papers

A Glycal Approach to the Synthesis of Pregnane Glycoside P57

Pregnane glycoside P57 is known as an active component of Hoodia gordonii, which has long been used as a diet with appetite suppressant property. Chemical synthesis of P57 demands installation of β-cymarosyl linkage onto the steroid aglycone. The stereoselective formation of this special 2-deoxy-β-glycosidic linkage has previously been proven to be difficult and thus a limiting step in the synthesis of P57 and its congeners. Herein, we report the glycosylation reactions with glycals as donors and TPHB (triphenylphosphine hydrobromide) as promoter and a convergent synthesis of P57 via a β-selective glycosylation with a trisaccharide glycal donor.

Practical synthesis of oligosaccharides. Partial synthesis of avermectin B(1a)

A practical synthesis of oligosaccharides from phenylthio sugars via glycosyl fluorides is described. The new technology is applied to the synthesis of hexasaccharide 9 from a glucose derivative and avermectin B1a(11) from an avermectin B1