7,7'-Dimethoxy-[4,4']bi[benzo[1,3]dioxolyl]-5,5'-dicarboxylic acid

Base Information

• Chemical Name: 7,7'-Dimethoxy-[4,4']bi[benzo[1,3]dioxolyl]-5,5'-dicarboxylic acid
• CAS No.: 105868-34-6
• Molecular Formula: C₁₈H₁₄O₁₀
• Molecular Weight: 390.303
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID80430947
• Nikkaji Number: J501.304F
• Wikidata: Q82244698
• Mol file: 105868-34-6.mol

Synonyms:105868-34-6;7,7'-Dimethoxy-[4,4']bi[benzo[1,3]dioxolyl]-5,5'-dicarboxylic acid;7,7'-Dimethoxy-[4,4'-bibenzo[d][1,3]dioxole]-5,5'-dicarboxylic acid;4-(5-carboxy-7-methoxy-1,3-benzodioxol-4-yl)-7-methoxy-1,3-benzodioxole-5-carboxylic acid;7,7'-Dimethoxy-[4,4'-bibenzo[d][1,3]dioxole]-5,5'-dicarboxylicacid;SCHEMBL9094972;DTXSID80430947;FOPVAOTUKGTURD-UHFFFAOYSA-N;7,7'-Dimethoxy-[4,4']bi[benzo[1,3]dioxolyl]-5,5'-dicarboxylicacid;MFCD00833579;AKOS025402450;AC-9274;AS-37643;CS-0172556;4,4'-Bi[7-methoxy-1,3-benzodioxole-5-carboxylic acid];7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylic acid;7,7-DIMETHOXY-[4,4]BI[BENZO[1,3]DIOXOLYL]-5,5-DICARBOXYLICACID;7,7'-Dimethoxy-2H,2'H-[4,4'-bi-1,3-benzodioxole]-5,5'-dicarboxylic acid

Chemical Property of 7,7'-Dimethoxy-[4,4']bi[benzo[1,3]dioxolyl]-5,5'-dicarboxylic acid

Chemical Property:

• Melting Point: 260-262 °C
• Boiling Point: 574.2°Cat760mmHg
• PKA: 3.39±0.20(Predicted)
• Flash Point: 209.3°C
• PSA: 129.98000
• Density: 1.56g/cm³
• LogP: 2.22460
• Storage Temp.: Refrigerator
• Solubility.: Aqueous Base (Slightly), DMSO (Slightly)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 390.05869664
• Heavy Atom Count: 28
• Complexity: 559

Purity/Quality:

97% ^*data from raw suppliers

Bifendate Dicarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C(=C(C(=C1)C(=O)O)C3=C4C(=C(C=C3C(=O)O)OC)OCO4)OCO2
• Uses: 7,7'-Dimethoxy-[4,4']bi[benzo[1,3]dioxolyl]-5,5'-dicarboxylic acid is a carboxylic acid derivative of Bifendate (B382890), a synthetic intermediate of Schisandrin C and also a anti-HBV drug used in the treatment of chronic hepatitis B.

Technology Process of 7,7'-Dimethoxy-[4,4']bi[benzo[1,3]dioxolyl]-5,5'-dicarboxylic acid

There total 7 articles about 7,7'-Dimethoxy-[4,4']bi[benzo[1,3]dioxolyl]-5,5'-dicarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

DDB (111897-19-9,111897-25-7,111897-26-8,73536-69-3) → dimethyl-4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylic acid (111897-21-3,111897-23-5,105868-34-6,111897-20-2)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 70 ℃; for 3h; Temperature;

Reference yield: 98.0%

→ dimethyl-4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylic acid (111897-21-3,111897-23-5,105868-34-6,111897-20-2)

Guidance literature:

Reference yield:

4-bromo-7-methoxybenzo[1,3]dioxole-5-carboxylic acid methyl ester (81474-46-6) → dimethyl-4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylic acid (111897-21-3,111897-23-5,105868-34-6,111897-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / Cu / dimethylformamide / 3 h / Heating

2: 83 percent / 5 N NaOH / 4 h / Heating

With sodium hydroxide; copper; In N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(92)90148-T

upstream raw materials:

DDB

4-bromo-7-methoxybenzo[1,3]dioxole-5-carboxylic acid methyl ester

3,4,5-trihydroxybenzoic acid

3,4-dihydroxy-5-methoxybenzoic acid

Downstream raw materials:

(E)-methyl 7,7'-dimethoxy-5'-(3-oxo-3-(3,4,5-trimethoxyphenyl)prop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate

(E)-methyl 7,7'-dimethoxy-5'-(3-(4-nitrophenyl)-3-oxoprop-1-en-1-yl)-(4,4'-bibenzo[d][1,3]dioxole)-5-carboxylate

(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

(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