Thunberginol A

Base Information

• Chemical Name: Thunberginol A
• CAS No.: 147666-80-6
• Molecular Formula: C15H10 O5
• Molecular Weight: 270.241
• NSC Number: 724383
• UNII: WK8ZG6DZL6
• DSSTox Substance ID: DTXSID30163773
• Nikkaji Number: J507.257C
• Wikipedia: Thunberginol_A
• Wikidata: Q7798878
• Metabolomics Workbench ID: 143447
• ChEMBL ID: CHEMBL68810
• Mol file: 147666-80-6.mol

Synonyms:thunberginol A

Chemical Property of Thunberginol A

Chemical Property:

• Vapor Pressure: 2.34E-13mmHg at 25°C
• Boiling Point: 564.7°Cat760mmHg
• Flash Point: 220.7°C
• PSA: 90.90000
• Density: 1.548g/cm³
• LogP: 2.57680
• XLogP3: 3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 270.05282342
• Heavy Atom Count: 20
• Complexity: 419

Purity/Quality:

≥98% （HPLC） ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)O)C(=O)OC(=C2)C3=CC(=C(C=C3)O)O

Technology Process of Thunberginol A

There total 28 articles about Thunberginol A 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: 100.0%

3-[3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-8-(tert-butyl-dimethyl-silanyloxy)-isochromen-1-one (183619-68-3) → Thunberginol A (147666-80-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.0833333h; Ambient temperature;

DOI:10.1248/cpb.44.1890

Reference yield: 99.0%

5-[3,4-bis(tert-butyldimethylsilanyloxy)phenylethynyl]-2,2-dimethyl-1,3-benzodioxin-4-one (917249-21-9) → Thunberginol A (147666-80-6)

Guidance literature:

With trifluorormethanesulfonic acid; In tetrahydrofuran; for 7h; Heating;

DOI:10.1021/ol062190+

Reference yield: 98.0%

3-(3,4-dimethoxyphenyl)-8-methoxyisochromen-1-one (147666-84-0) → Thunberginol A (147666-80-6)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/b917839b

upstream raw materials:

3-(3,4-dimethoxyphenyl)-8-methoxyisochromen-1-one

3-[3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-8-(tert-butyl-dimethyl-silanyloxy)-isochromen-1-one

5-[3,4-bis(tert-butyldimethylsilanyloxy)phenylethynyl]-2,2-dimethyl-1,3-benzodioxin-4-one

2,6-Dihydroxybenzoic acid

Downstream raw materials:

3-(3,4-dimethoxyphenyl)-8-methoxyisochromen-1-one

Refernces

• 1、 Okuma, Kentaro,Hirano, Koki,Tanabe, Yukiko,Itoyama, Ryoichi,Miura, Atsumi,Nagahora, Noriyoshi,Shioji, Kosei. "Novel one-pot synthesis of polysubstituted isocoumarins from arynes and trifluoroacetylated β-diketones". supporting information. p. 492 - 494. Retrieved 2014/04/17.
• 2、 Kurume, Ai,Kamata, Yasuhiro,Yamashita, Masayuki,Wang, Qilong,Matsuda, Hisashi,Yoshikawa, Masayuki,Kawasaki, Ikuo,Ohta, Shunsaku. "Synthesis of 3-substituted isocoumarins and their inhibitory effects on degranulation of RBL-2H3 cells induced by antigen". experimental part. p. 1264 - 1269. Retrieved 2009/09/25.