111897-19-9

Upstream product

• 81474-46-6 4-bromo-7-methoxybenzo[1,3]dioxole-5-carboxylic acid methyl ester 
• 67-56-1 methanol 
• 694527-27-0 7,7'-Dimethoxy-[4,4']bi[benzo[1,3]dioxolyl]-5,5'-dicarboxylic acid bis-((S)-2-acetylamino-propyl) ester 
• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 143883-73-2 2-bromo-5-O-methyl gallic acid 
• 3934-84-7 3,4-dihydroxy-5-methoxybenzoic acid 
• 22934-58-3 methyl 7-methoxybenzo[d][1,3]dioxole-5-carboxylate 
• 694527-25-8 7,7'-Dimethoxy-[4,4']bi[benzo[1,3]dioxolyl]-5,5'-dicarboxylic acid bis-[((S)-2-hydroxy-1-methyl-ethyl)-amide] 
• 694527-26-9 (R/S)-4,4'-dimethoxy-5,6,5',6'-dimethenedioxy-2,2'-di-(4(S)-methyl-oxazoline-1)biphenyl 
• 254904-63-7 dimethyl-4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylic acid dichloride 
• 111897-21-3 dimethyl-4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylic acid 
• 526221-05-6 2-ethoxy-7-hydroxy-benzo[1,3]dioxole-5-carboxylic acid methyl ester 
• 123685-25-6 5-methoxy-3,4-dihydroxy-2-bromobenzoic acid methyl ester 
• 3934-86-9 methyl 3,4-dihydroxy-5-methoxybenzoate 

Downstream Products

• 90749-17-0 4,4'-dimethoxy-5,6,5',6'-dimethylenedioxy-2,2'-dibenzyl alcohol 
• 111897-21-3 dimethyl-4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylic acid 
• 347885-76-1 4-(2,3-Dihydroxy-4-methoxy-6-methoxycarbonyl-phenyl)-7-methoxy-benzo[1,3]dioxole-5-carboxylic acid methyl ester 
• 118503-15-4 dimethyl 2',3'-methylenedioxy-2,3,4,4'-tetramethoxy-1,1'-biphenyl-6,6'-dicarboxylate 
• 205117-47-1 7,7'-dimethoxy-5'-(methoxycarbonyl)-4,4'-bibenzo[d][1,3]dioxole-5-carboxylic acid 
• 1350363-27-7 (Z)-5-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)-2-ethoxyphenyl) 5'-methyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate 
• 1350363-28-8 (Z)-5-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)-2-methoxyphenyl) 5'-methyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate 
• 1350363-29-9 (E)-5-(3-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl) 5'-methyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate 
• 1350363-30-2 (Z)-5-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)-2,6-dimethoxyphenyl) 5'-methyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate 
• 1350363-31-3 (E)-5-(2,4-dichloro-6-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl) 5'-methyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate 
• 1350363-32-4 (Z)-5-(2-bromo-4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl) 5'-methyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate 
• 1350363-33-5 (Z)-5-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)-2-fluorophenyl) 5'-methyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate 
• 1350363-34-6 (E)-5-(2,4-dibromo-6-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl) 5'-methyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate 
• 1350363-35-7 (E)-5-(5-((2,4-dioxothiazolidin-5-ylidene)methyl)-2-methoxyphenyl) 5'-methyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate 

Relevant academic research and scientific papers

Multi-functionalization of gallic acid towards improved synthesis of α- and β-DDB

The synthesis of mono-, di- and trisubstituted gallic acids and their ester with similar or different groups including different acetal and ketals is described. Regioselective bromination on two ortho-positions of methyl gallate, which is very crucial for many organic syntheses, was achieved in high yield and purity. The α- and β-DDB were synthesized in high overall yield and purity from the regioselective bromoderivatives.

Asymmetric synthesis of β-DDB through oxazoline-mediated Ullmann coupling

Biphenyl lignan (β-DDB) (2), an effective drug in the treatment of hepatitis, was for the first time asymmetrically synthesized via a chiral oxazoline mediated Ullmann coupling. The two enantiomers of β-DDB have been obtained in this way by using the optically pure amino alcohols L-valinol and D-valinol, respectively. However, attempts to synthesize enantiopure α-DDB (1) by the same method failed because of the racemization of 1 at room temperature in solution. Copyright Taylor & Francis, Inc.

New synthesis of (S)-dimethyl-4,4′-dimethoxy-5,6,5′,6′- dimethenedioxy-biphenyl-2,2′-dicarboxylate by configuration transform

(R/S)-4,4′-Dimethoxy-5,6,5′,6′-dimethenedioxy-2, 2′-di-(4(S)-methyl-oxazoline-1)-biphenyl has been synthesized from dimethyl-4,4′-dimethoxy-5,6,5′,6′-dimethenedioxy-biphenyl-2, 2′-dicarboxylate, and then the diastereoisomer mixture was almost fully converted to a single diastereoisomer with S-configuration ((S)-3) through the key configuration transform promoted by CuI, which was confirmed by CD, HPLC and 13C NMR. The C2-symmetric biphenyl, (S)-dimethyl-4,4′-dimethoxy-5,6,5′,6′-dimethenedioxy-biphenyl- 2,2′-dicarboxylate was prepared easily via the hydrolysis and ester exchange of (S)-3.

Synthesis, separation, and theoretical studies of chiral biphenyl lignans (α- and β-DDB)

Two biphenyl lignans, α- and β-DDB (1 and 2, respectively) were efficiently synthesized without contamination by other regio-isomers. The different yields of the Ullmann coupling reactions for the synthesis of 1 and 2 were rationalized by calculating steric hindrance, stability, entropy change, and heat-of-formation values. The enantiomers of 1 and 2 were readily separated by HPLC on a chiral stationary phase. Their configurations were assigned based on the Cotton effect of the authentic natural products.

Synthesis and antihepatotoxicity of some Wuweizisu analogues

A preparation of dimethyl 4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylate (VII) was readily achieved. It provided the advantages of specificity, simplicity, and efficiency in reactions. 6-Phenyl-3,9-dimethoxy-1,2-methylenedioxy-10,11-methylenedioxy-6,7- dihydro-5H-dibenz(c, e)azepin (X) was successfully synthesized from VII (DDB) and its liver-protective property proved to be more effective than DDB and silymarin in the in vitro test of carbon tetrachloride-induced damage of primary cultured rat hepatocytes.

Novel biphenyl derivative and preparation and use thereof

The present invention relates to a novel biphenyl derivative having a liver ailment-moderating action and effective as a remedy for acute hepatitis and chronic hepatitis, a process for the preparation of this biphenyl derivative and a liver ailment-moderating agent comprising this diphenyl derivative as an effective ingredient. This diphenyl derivative is represented by the following formula: STR1 wherein R0 and R1 independently stand for a lower alkyl group or R0 and R1 together represent a group O=C2 stands for an alkyl group having 1 to 3 carbon atoms, and R3 and R4 independently stand for a hydrogen atom or a lower alkyl group.