915215-48-4

Basic information

• Product Name: 2,2'-dihydroxy-3,3,',4,4'-tetrakis(benzyloxy)-1,1'-biphenyl-6,6'-dicarboxylic acid
• Synonyms: 2,2'-dihydroxy-3,3,',4,4'-tetrakis(benzyloxy)-1,1'-biphenyl-6,6'-dicarboxylic acid
• CAS NO: 915215-48-4
• Molecular Weight: 698.726
• Mol File: 915215-48-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,2'-dihydroxy-3,3,',4,4'-tetrakis(benzyloxy)-1,1'-biphenyl-6,6'-dicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-dihydroxy-3,3,',4,4'-tetrakis(benzyloxy)-1,1'-biphenyl-6,6'-dicarboxylic acid(915215-48-4)
• EPA Substance Registry System: 2,2'-dihydroxy-3,3,',4,4'-tetrakis(benzyloxy)-1,1'-biphenyl-6,6'-dicarboxylic acid(915215-48-4)

Safety Data

• Hazardous Substances Data: 915215-48-4(Hazardous Substances Data)

Upstream product

• 1034343-22-0 C₃₂H₂₈O₁₀ 
• 100-44-7 benzyl chloride 
• 476-66-4 ellagic acid 
• 103442-14-4 tetrabenzylellagic acid 

Downstream Products

• 97152-40-4 2,2',3,3',4,4'-hexakis(benzyloxy)-1,1'-biphenyl-6,6'-dicarboxylic acid 
• 154675-08-8 4,5,6,4',5',6'-Hexakis-benzyloxy-biphenyl-2,2'-dicarboxylic acid diethyl ester 
• 854847-85-1 4,5,4',5'-Tetrakis-benzyloxy-6,6'-dimethoxy-biphenyl-2,2'-dicarboxylic acid 
• 97152-19-7 dimethyl 4,4',5,5',6,6'-hexakis(benzyloxy)-[1,1'-biphenyl]-2,2'-dicarboxylate 
• 193535-28-3 2,2',3,3',4,4'-hexabenzyloxydiphenyl-6,6'-dicarboxylic acid chloride 
• 65358-10-3 4,4,5,5',-tetrakis(benzyloxy)-6,6'-dimethoxy-2,2'-bis(methoxycarbonyl)biphenyl 
• 154675-20-4 dibenzyl 2,2',3,3',4,4'-hexabenzyloxybiphenyl-6,6'-dicarboxylate 

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.

New hexahydroxybiphenyl derivatives as inhibitors of protein kinase C

We have previously shown that some ellagitannins are potent inhibitors of protein kinase C (PKC). On the basis of this finding, several series of hexahydroxybiphenyl derivatives of ellagic acid were synthesized as simple analogs of these ellagitannins and were evaluated for their inhibitory effect against PKC. Compounds 23 and 26 were found to be potent inhibitors of PKC, while hexakis(benzyloxy)biphenyl derivatives exhibited weak anti-PKC activity.