111897-19-9

Basic information

• Product Name: DDB
• CAS NO: 111897-19-9
• Molecular Weight: 418.357
• Mol File: 111897-19-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: DDB(CAS DataBase Reference)
• NIST Chemistry Reference: DDB(111897-19-9)
• EPA Substance Registry System: DDB(111897-19-9)

Safety Data

• Hazardous Substances Data: 111897-19-9(Hazardous Substances Data)

Upstream product

• 81474-46-6 4-bromo-7-methoxybenzo[1,3]dioxole-5-carboxylic acid methyl ester 
• 143883-73-2 2-bromo-5-O-methyl gallic acid 
• 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 
• 99-24-1 methyl galloate 
• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 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 
• 22934-58-3 methyl 7-methoxybenzo[d][1,3]dioxole-5-carboxylate 
• 694527-26-9 (R/S)-4,4'-dimethoxy-5,6,5',6'-dimethenedioxy-2,2'-di-(4(S)-methyl-oxazoline-1)biphenyl 
• 3934-84-7 3,4-dihydroxy-5-methoxybenzoic acid 

Downstream Products

• 118159-48-1 bicyclol 
• 111897-21-3 dimethyl-4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylic acid 
• 90749-17-0 4,4'-dimethoxy-5,6,5',6'-dimethylenedioxy-2,2'-dibenzyl alcohol 
• 1377829-27-0 (3,3'-dibromo-4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-diyl)bis(methylene) dibenzoate 
• 1372720-37-0 (E)-methyl 5'-(3-(2,5-dimethoxyphenyl)-3-oxoprop-1-en-1-yl)-7,7'-dimethoxy-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate 
• 1372720-36-9 (E)-methyl 5'-(3-(2,4-dimethoxyphenyl)-3-oxoprop-1-en-1-yl)-7,7'-dimethoxy-{4,4'-bibenzo[d][1,3]dioxole}-5-carboxylate 
• 1372720-35-8 (E)-methyl 7,7'-dimethoxy-5'-(3-(2-methoxyphenyl)-3-oxoprop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate 
• 1372720-34-7 (E)-methyl 7,7'-dimethoxy-5'-(3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate 
• 1372720-33-6 (E)-5'-(3-(4-hydroxy)phenyl-3-oxo-1-propenyl)-7,7'-dimethoxy-4,4'-dibenzo[d] [1,3]dioxol-5-carboxylic acid methyl ester 
• 1372720-32-5 (E)-methyl 7,7'-dimethoxy-5'-(3-oxo-3-phenylprop-1-en-1-yl)-{4,4'-bibenzo[d][1,3]dioxole}-5-carboxylate 
• 1372720-43-8 (E)-methyl 5'-(2-cyano-3-oxo-3-(3,4,5-trimethoxyphenyl)prop-1-en-1-yl)-7,7'-dimethoxy-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate 
• 1372720-42-7 (E)-methyl 5'-(2-cyano-3-oxo-3-(p-tolyl)prop-1-en-1-yl)-7,7'-dimethoxy-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate 
• 1372720-41-6 (E)-methyl 5'-(2-cyano-3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl)-7,7'-dimethoxy-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate 
• 1372720-40-5 (E)-methyl 7,7'-dimethoxy-5'-(3-(4-nitrophenyl)-3-oxoprop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate 

Relevant articles and documents

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.

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 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.