335591-72-5

Basic information

• Product Name: diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→4)-[2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)]-3,6-di-O-pivaloyl-β-D-glucopyranoside
• Synonyms: diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→4)-[2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)]-3,6-di-O-pivaloyl-β-D-glucopyranoside
• CAS NO: 335591-72-5
• Molecular Weight: 1661.94
• Mol File: 335591-72-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→4)-[2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)]-3,6-di-O-pivaloyl-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→4)-[2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)]-3,6-di-O-pivaloyl-β-D-glucopyranoside(335591-72-5)
• EPA Substance Registry System: diosgenyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→4)-[2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)]-3,6-di-O-pivaloyl-β-D-glucopyranoside(335591-72-5)

Safety Data

• Hazardous Substances Data: 335591-72-5(Hazardous Substances Data)

Upstream product

• 14218-08-7 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide 
• 335591-63-4 diosgen-3-yl 3,6-di-O-pivaloyl-β-D-glucopyranoside 
• 161007-95-0 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate 
• 151767-11-2 2,3,4,5-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate 

Downstream Products

• 60478-68-4 dioscin 
• 1059650-04-2 (25R)-3β-O-[2,4-di-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-3,6-di-O-pivaloyl-β-D-glucopyranosyl]-5β,6β-epoxy-spirostan-16α-ol 
• 1059650-01-9 (25R)-3β-O-[2,4-di-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-3,6-di-O-pivaloyl-β-D-glucopyranosyl]-5α,6α-epoxy-spirostan-16α-ol 
• 1415802-02-6 (25R)-3β-O-[2,4-di-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-3,6-di-O-pivaloyl-β-D-glucopyranosyl]-26-hydroxy-22-oxocholest-5-ene-16β-acetoxy 
• 1415802-03-7 (25R)-3β-O-[2,4-di-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-3,6-di-O-pivaloyl-β-D-glucopyranosyl]-22-oxocholest-5-ene-16β,26-yl diacetate 

Relevant articles and documents

Synthesis of novel diosgenyl saponin analogs and evaluation effects of rhamnose moeity on their cytotoxic activity

Diosgenyl saponins, as a type of natural products derived from plants, are the main active component of traditional chinese medicine. Inspiringly, a large number of natural diosgensyl saponins have been shown to exert excellent toxicity to hepatocellular cancer (HCC) cells. In order to better understand the relationship between the structures and their biological effects, a group of diosgenyl saponins (1–4 as natural products and 5 and 6 as their analogs) were efficiently synthesized. The cytotoxic activity of these compounds was evaluated on human hepatocellular carcinoma (HepG2) cells. Structure–activity relationship studies showed that the pentasaccharide or hexasaccharide saponin analogs were relatively less active than their corresponding disaccharide analogue or dioscin. The extension of 4-branched rhamnose moiety on these saponin does not exhibit significant effect on their cytotoxic activity, which disclosed that a certain number and the linkage mode of rhamnose moieties could influence the cytotoxicity of steroid saponins on HepG2 cells.

An improved synthesis of methyl protodioscin. II. A direct E-ring opening by BF3-Et2O/Ac2O from dioscin ester

A direct E-ring opening of dioscin ester by BF3-Et 2O/Ac2O was studied, and methyl protodioscin was synthesized from dioscin ester in three steps with a total yield of 44%. The details of the E-ring opening reaction was di

An improved synthesis of the saponin, polyphyllin D

Polyphyllin D, namely diosgenyl α-L-rhamnopyranosyl-(1→2)-[(α-L-arabinofuranosyl)- (1→4)]-β-D-glucopyranoside, was synthesized from diosgenyl-β-D-glucopyranoside in four steps and in 30% overall yield, taking advantage of regioselective pivaloylation and