124854-04-2

Basic information

• Product Name: b-D-Glucopyranose, cyclic3,6-[(1R)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] cyclic2,4-(3,4,6,7-tetrahydroxy-1,9-dibenzofurandicarboxylate) 1-(3,4,5-trihydroxybenzoate)(9CI)
• Synonyms: b-D-Glucopyranose, cyclic3,6-(4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate) cyclic2,4-(3,4,6,7-tetrahydroxy-1,9-dibenzofurandicarboxylate)1-(3,4,5-trihydroxybenzoate), (R)-; 21,7-(Epoxymethano)-7H-benzofuro[4,3,2-hij]dibenzo[8,9:10,11][1,6]dioxacyclododecino[3,2-c][2,6]benzodioxacycloundecin,b-D-glucopyranose deriv.;Mallotusinin
• CAS NO: 124854-04-2
• Molecular Formula: C41H26 O25
• Molecular Weight: 918.642
• Mol File: 124854-04-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: b-D-Glucopyranose, cyclic3,6-[(1R)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] cyclic2,4-(3,4,6,7-tetrahydroxy-1,9-dibenzofurandicarboxylate) 1-(3,4,5-trihydroxybenzoate)(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: b-D-Glucopyranose, cyclic3,6-[(1R)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] cyclic2,4-(3,4,6,7-tetrahydroxy-1,9-dibenzofurandicarboxylate) 1-(3,4,5-trihydroxybenzoate)(9CI)(124854-04-2)
• EPA Substance Registry System: b-D-Glucopyranose, cyclic3,6-[(1R)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] cyclic2,4-(3,4,6,7-tetrahydroxy-1,9-dibenzofurandicarboxylate) 1-(3,4,5-trihydroxybenzoate)(9CI)(124854-04-2)

Safety Data

• Hazardous Substances Data: 124854-04-2(Hazardous Substances Data)

Upstream product

• 60976-49-0 geraniin 

Downstream Products

• 124854-08-6 C₅₄H₅₂O₂₅ 

Relevant articles and documents

Total Synthesis of Mallotusinin

The total synthesis of mallotusinin, which bears a tetrahydroxydibenzofuranoyl (THDBF) bridge between the 2-oxygen and 4-oxygen of glucose on corilagin with a 3,6-O-(R)-hexahydroxydiphenoyl (HHDP) bridge, is described. The key features of the total synthesis are: 1) improvements of our previously reported method to synthesize corilagin; 2) establishment of the THDBF skeleton via an unusual intramolecular SNAr reaction of an HHDP analogue, and 3) the application of a two-step bislactonization strategy for a HHDP bridge construction into the 2,4-O-THDBF bridge. Oxidative phenol coupling of 1,2,4-orthoacetyl-3,6-di-(4-O-benzylgalloyl)-α-d-glucopyranose and the orthoester cleavage of the coupling product without the pyranose-furanose ring transformation are key reactions for the improved synthesis of corilagin, which enabled the adequate supply of a corilagin precursor that was required to develop the mallotusinin synthesis. These established methods are expected to help develop the synthesis of other ellagitannins with a bridge between the two oxygens of corilagin.