Laccaic acid D

Base Information

• Chemical Name: Laccaic acid D
• CAS No.: 18499-84-8
• Molecular Formula: C16H10O7
• Molecular Weight: 314.251
• DSSTox Substance ID: DTXSID501316089
• Nikkaji Number: J15.506C
• Wikidata: Q27162392
• Metabolomics Workbench ID: 43877
• Mol file: 18499-84-8.mol

Synonyms:Laccaic acid D;Flavokermesic acid;Xanthokermesic acid;18499-84-8;3,6,8-trihydroxy-1-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid;SCHEMBL2138871;CHEBI:90194;DTXSID501316089;Q27162392;1-methyl-3,6,8-trihydroxy-anthraquinone-2-carboxylic acid;3,6,8-trihydroxy-1-methyl-9,10-dioxoanthracene-2-carboxylic acid;9,10-Dihydro-3,6,8-trihydroxy-1-methyl-9,10-dioxo-2-anthracenecarboxylic acid;9,10-Dihydro-3,6,8-trihydroxy-1-methyl-9,10-dioxo-2-anthracenecarboxylic acid, 9CI

Chemical Property of Laccaic acid D

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 671.701°C at 760 mmHg
• Flash Point: 374.012°C
• PSA: 132.13000
• Density: 1.716g/cm³
• LogP: 1.58540
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 314.04265265
• Heavy Atom Count: 23
• Complexity: 545

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC(=C1C(=O)O)O)C(=O)C3=C(C2=O)C(=CC(=C3)O)O
• Uses: Flavokermes Acid is an anthroquinone and natural yellow dye which may also display significant inhibition of lipid peroxidation.

Technology Process of Laccaic acid D

There total 10 articles about Laccaic acid D 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%

methyl 2-(N-((2'-cyanobiphenyl-4-yl)methyl)pentanamido)-3-methylbutanoate (137863-90-2) → valsartan (137862-53-4)

Guidance literature:

With sodium hydroxide; In diethyl ether; water; at 20 ℃;

DOI:10.1021/jo701391q

Reference yield: 88.0%

(S)-2-[(4-bromo-benzyl)-pentanoyl-amino]-3-methyl-butyric acid (867022-57-9) + (2-(2H-tetrazol-5-yl)phenyl)boronic acid (155884-01-8) → valsartan (137862-53-4)

Guidance literature:

With potassium carbonate; In 5,5-dimethyl-1,3-cyclohexadiene; at 100 - 120 ℃; for 12h; Temperature; Solvent; Reagent/catalyst;

Reference yield: 70.7%

C24H27N5O3 (1080555-76-5) → 2'-(2H-tetrazol-5-yl)-[1,1'-biphenyl]-4-methanol (160514-13-6) + valsartan (137862-53-4) + 5-<4'-Methyl-1,1'-biphenyl-2-yl>-1H-tetrazole (120568-11-8)

Guidance literature:

With 5% palladium on barium sulphate; ammonium formate; In water; isopropyl alcohol; at 65 ℃; for 11h;

upstream raw materials:

ethyl 3,6,8-trimethoxy-1-methylanthraquinone-2-carboxylate

ethyl 3-chloro-7-methoxy-5-methyl-1,4-naphthoquinone-6-carboxylate

(S)-4-isopropyl-3-pentanoyl-2-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-yl]oxazolidin-5-one

(S)-2-[(4-bromo-benzyl)-pentanoyl-amino]-3-methyl-butyric acid

Downstream raw materials:

2-carboxy-1-methyl-3,5,6,8-tetrahydroxy-anthraquinone

3,6,8-trihydroxy-1-methyl-9,10-anthraquinone-2-carboxylic acid methyl ester

Refernces

• 1、 Reddy, Kesamreddy Ranga,Reddy, Emani Vijayabhaskar,Shanmukha Kumar. "A facile synthesis of 5-(4'-substituted)-[1,1'-biphenyl]-2-yl)-1H-tetrazole: A key intermediate for synthesis of angiotensin II receptor antagonist". . p. 295 - 300. Retrieved 2018/09/14.
• 2、 -. "A method for preparing methyl valsartan". Paragraph 0062-0063. . Retrieved 2017/08/25.