Parietinic acid

Base Information

• Chemical Name: Parietinic acid
• CAS No.: 17636-18-9
• Molecular Formula: C16H10O7
• Molecular Weight: 0
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID10467781
• Metabolomics Workbench ID: 105752
• Nikkaji Number: J20.740C
• Wikidata: Q77515692
• Mol file: 17636-18-9.mol

Synonyms:Parietinic acid;17636-18-9;AGN-PC-00AILM;SCHEMBL16225652;DTXSID10467781;CHEBI:144288;1,8-dihydroxy-3-methoxy-6-carboxy-9,10-anthraquinone;4,5-dihydroxy-7-methoxy-9,10-dioxoanthracene-2-carboxylic acid;1,8-Dihydroxy-6-methoxy-9,10-dioxo-9,10-dihydroanthracene-3-carboxylic acid

Chemical Property of Parietinic acid

Chemical Property:

• PSA: 121.13000
• LogP: 1.58000
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 314.04265265
• Heavy Atom Count: 23
• Complexity: 531

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)C(=O)O

Technology Process of Parietinic acid

There total 7 articles about Parietinic 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: 93.0%

4,5,7-trimethoxy-9,10-dicarbonyl-9,10-dihydroanthracene-2-carboxylic acid (202974-82-1) → parietinic acid (17636-18-9)

Guidance literature:

With hydrogen bromide; In acetic acid; for 1.5h; Heating;

DOI:10.1007/s00706-005-0350-7

Reference yield: 85.0%

Ethyl 9,10-dihydro-4,5-dihydroxy-7-methoxy-9,10-dioxo-2-anthracenecarboxylate (152039-22-0) → parietinic acid (17636-18-9)

Guidance literature:

With sodium hydroxide; for 24h; Ambient temperature;

DOI:10.1021/jo00079a042

Reference yield:

Ethyl 6-chloro-5,8-dihydro-4-hydroxy-5,8-dioxo-2-naphthalenecarboxylate (152039-11-7) → parietinic acid (17636-18-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / 1 h / 100 °C

2: 85 percent / AlCl₃ / CH₂Cl₂ / 24 h / Ambient temperature

3: 85 percent / 10percent aq. NaOH / 24 h / Ambient temperature

With sodium hydroxide; aluminium trichloride; In dichloromethane;

DOI:10.1021/jo00079a042

upstream raw materials:

4,5-diacetoxy-7-methoxy-9,10-dioxo-9,10-dihydro-anthracene-2-carboxylic acid

Ethyl 9,10-dihydro-4,5-dihydroxy-7-methoxy-9,10-dioxo-2-anthracenecarboxylate

4,5,7-trimethoxy-9,10-dicarbonyl-9,10-dihydroanthracene-2-carboxylic acid

1,3,8-trimethoxy-6-methyl-9,10-anthraquinone

Downstream raw materials:

emodic acid

Refernces

• 1、 Bloomer, James L.,Stagliano, Kenneth W.,Gazzillo, Joseph A.. "Preparation of Functionalized Juglone Acetates and Juglones via 1,4-Dimethoxynaphthalene Derivatives: Synthesis of Anthraquinones Related to Rhein and Aloe Emodin". . p. 7906 - 7912. Retrieved 2007/10/02.