5-Acetoxy-7-hydroxyflavone

Base Information

• Chemical Name: 5-Acetoxy-7-hydroxyflavone
• CAS No.: 132351-58-7
• Molecular Formula: C17H12O5
• Molecular Weight: 296.279
• Hs Code.: 2915390090
• DSSTox Substance ID: DTXSID00577585
• Nikkaji Number: J1.073.327H
• Wikidata: Q72434338
• Mol file: 132351-58-7.mol

Synonyms:5-Acetoxy-7-hydroxyflavone;132351-58-7;(7-hydroxy-4-oxo-2-phenylchromen-5-yl) acetate;4H-1-Benzopyran-4-one, 5-(acetyloxy)-7-hydroxy-2-phenyl-;5-(Acetyloxy)-7-hydroxy-2-phenyl-4H-1-benzopyran-4-one;7-Hydroxy-4-oxo-2-phenyl-4H-chromen-5-yl acetate;DTXSID00577585;AKOS015999050;FS-10303;7-Hydroxy-4-oxo-2-phenyl-4H-1-benzopyran-5-yl acetate

Chemical Property of 5-Acetoxy-7-hydroxyflavone

Chemical Property:

• PSA: 76.74000
• LogP: 3.09090
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 296.06847348
• Heavy Atom Count: 22
• Complexity: 477

Purity/Quality:

98%min ^*data from raw suppliers

5-Acetoxy-7-Hydroxyflavone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC(=CC2=C1C(=O)C=C(O2)C3=CC=CC=C3)O

Technology Process of 5-Acetoxy-7-hydroxyflavone

There total 4 articles about 5-Acetoxy-7-hydroxyflavone 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: 95.0%

5,7-di-O-acetyl chrysin (6665-78-7) → 7-hydroxy-4-oxo-2-phenyl-4H-chromen-5-yl acetate (132351-58-7)

Guidance literature:

hydrolysis;

DOI:10.1016/S0960-894X(99)00092-X

Reference yield: 48.0%

1H-imidazole (288-32-4) + 5,7-di-O-acetyl chrysin (6665-78-7) → 7-hydroxy-4-oxo-2-phenyl-4H-chromen-5-yl acetate (132351-58-7)

Guidance literature:

In dichloromethane; at -15 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.3390/molecules25030636

Reference yield: 47.0%

5,7-di-O-acetyl chrysin (6665-78-7) → 5,7-dihydroxy-2-phenyl-chromen-4-one (480-40-0) + 7-hydroxy-4-oxo-2-phenyl-4H-chromen-5-yl acetate (132351-58-7)

Guidance literature:

With butan-1-ol; Pseudomonas sp. lipase; In tetrahydrofuran; at 42 ℃; for 24h;

DOI:10.1016/S0040-4039(00)88570-6

upstream raw materials:

5,7-di-O-acetyl chrysin

5,7-dihydroxy-2-phenyl-chromen-4-one

1H-imidazole

Downstream raw materials:

5-hydroxy-7-(6-bromohexyloxy)-2-phenyl-4H-chromen-4-one

4-oxo-2-phenyl-7-(tosyloxy)-4H-chromen-5-yl acetate

5-(benzyloxy)-7-morpholino-2-phenyl-4H-chromen-4-one

5-(benzyloxy)-4-oxo-2-phenyl-4H-chromen-7-yl 4-methylbenzenesulfonate

Refernces

• 1、 Li, Bo-Wen,Zhang, Feng-Hua,Serrao, Erik,Chen, Huan,Sanchez, Tino W.,Yang, Liu-Meng,Neamati, Nouri,Zheng, Yong-Tang,Wang, Hui,Long, Ya-Qiu. "Design and discovery of flavonoid-based HIV-1 integrase inhibitors targeting both the active site and the interaction with LEDGF/p75". . p. 3146 - 3158. Retrieved 2014/06/09.
• 2、 Shin, Joon-Su,Kim, Kyoung-Soon,Kim, Myoung-Bohm,Jeong, Jae-Hoon,Kim, Bak-Kwang. "Synthesis and hypoglycemic effect of chrysin derivatives". . p. 869 - 874. Retrieved 2007/10/03.