573700-75-1

Upstream product

• 141990-06-9 C₄₁H₄₂O₁₇ 
• 160412-82-8 allyl 3,4,6-tri-O-acetyl-β-D-glucopyranoside 
• 161007-95-0 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate 
• 92418-39-8 1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose 
• 573700-74-0 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-1,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose 

Downstream Products

• 573700-76-2 diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3,4,6-tri-O-acetyl-β-D-glucopyranoside 
• 573700-78-4 diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-β-D-glucopyranoside 
• 573700-77-3 diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-β-D-glucopyranoside 
• 19057-67-1 ophiopogonin C 

Relevant academic research and scientific papers

Total synthesis and structural revision of rebaudioside S, a steviol glycoside

The total synthesis of rebaudioside S, a minor steviol glycoside from the leaves of Stevia rebaudiana, was investigated via a modular strategy, culminating not only in the first and highly efficient synthesis of Reb-S and analogues thereof but also in the revision of the originally proposed structure. The modular strategy dictated the application of C2-branched disaccharide Yu donors to forge C-13 steviol glycosidic linkages, posing considerable challenges in stereoselectivity control. Through systematic investigations, the effect of the internal glycosidic linkage configuration on the glycosylation stereoselectivity of 1,2-linked disaccharide donors was disclosed, and the intensified solvent effect by the 4,6-O-benzylidene protecting group was also observed with glucosyl donors. Through the orchestrated application of these favorable effects, the stereoselectivity problems were exquisitely tackled.

The synthesis of gracillin and dioscin: Two typical representatives of spirostanol glycosides

Two representative spirostanol saponins that have the typical structure for the sugar moiety, diosgenyl α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]- β-D-glucopyranoside (gracillin) and diosgenyl α-L-rhamnopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→4)]- β-D-glucopyranoside (dioscin), were easily synthesized by a general approach. A procedure using guanidine for the selective deblocking of acetyl while retaining benzoyl protecting groups is described.