4H-1-Benzopyran-4-one, 2-(2,6-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-

Base Information

• Chemical Name: 4H-1-Benzopyran-4-one, 2-(2,6-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-
• CAS No.: 80366-15-0
• Molecular Formula: C15H12O7
• Molecular Weight: 304.2516
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40230288
• Nikkaji Number: J868.281J
• Wikidata: Q72480021
• Metabolomics Workbench ID: 136925
• ChEMBL ID: CHEMBL465772
• Mol file: 80366-15-0.mol

Synonyms:CHEMBL465772;4H-1-Benzopyran-4-one, 2-(2,6-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-;2 inverted exclamation marka,3,5,6 inverted exclamation marka,7-Pentahydroxyflavanone;DTXSID40230288;2,3,5,6,7-Pentahydroxyflavanone;HY-N1676;BDBM50478456;(2R,3R)-2-(2,6-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one;AKOS040760973;(2S)-2',3,5,6',7-pentahydroxyflavanone;CS-0017338;(2R)-2',3beta,5,6',7-Pentahydroxyflavanone;(2r,3r)-3,5,7,2',6'-pentahydroxyflavanone;(2S)-2'''',3,5,6'''',7-Pentahydroxyflavanone

Chemical Property of 4H-1-Benzopyran-4-one, 2-(2,6-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-

Chemical Property:

• Vapor Pressure: 2.33E-21mmHg at 25°C
• Boiling Point: 713.4°Cat760mmHg
• Flash Point: 273.8°C
• PSA: 127.45000
• Density: 1.702g/cm³
• LogP: 1.18630
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 304.05830272
• Heavy Atom Count: 22
• Complexity: 418

Purity/Quality:

99%+, ^*data from raw suppliers

3,5,7,2'',6''-Pentahydroxyflavanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)O)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O
• Isomeric SMILES: C1=CC(=C(C(=C1)O)[C@@H]2[C@H](C(=O)C3=C(C=C(C=C3O2)O)O)O)O
• Uses: 3,5,7,2'',6''-Pentahydroxyflavanone, is a Flavonoid isolated from Scutellaria rehderiana and has shown to have antioxidant Activity .

Technology Process of 4H-1-Benzopyran-4-one, 2-(2,6-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-

There total 7 articles about 4H-1-Benzopyran-4-one, 2-(2,6-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)- 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:

5,7,3,2′,6′-pentahydroxy flavanone (82854-32-8) → C15H12O7 (82854-32-8) + 3,5,7,2′,6′-pentahydroxyflavanone (80366-15-0,82854-32-8)

Guidance literature:

With DAICEL CHIRALPAK IA; In ethanol; hexane; Resolution of racemate;

DOI:10.1016/j.bmc.2015.09.042

Reference yield:

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) → C15H12O7 (82854-32-8) + 3,5,7,2′,6′-pentahydroxyflavanone (80366-15-0,82854-32-8)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / 0 - 20 °C

2: potassium hydroxide / ethanol / 3 h / 20 °C

3: dihydrogen peroxide; sodium hydroxide / methanol; water / 3 h / 20 °C

4: hydrogenchloride / methanol / 0.42 h / 55 °C

5: DAICEL CHIRALPAK IA / ethanol; hexane / Resolution of racemate

With hydrogenchloride; dihydrogen peroxide; sodium hydride; potassium hydroxide; sodium hydroxide; In methanol; ethanol; hexane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2015.09.042

Reference yield:

2,6-dihydroxybenzaldehyde (387-46-2) → C15H12O7 (82854-32-8) + 3,5,7,2′,6′-pentahydroxyflavanone (80366-15-0,82854-32-8)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / acetone / 0.75 h / 0 - 20 °C

2: potassium hydroxide / ethanol / 3 h / 20 °C

3: dihydrogen peroxide; sodium hydroxide / methanol; water / 3 h / 20 °C

4: hydrogenchloride / methanol / 0.42 h / 55 °C

5: DAICEL CHIRALPAK IA / ethanol; hexane / Resolution of racemate

With hydrogenchloride; dihydrogen peroxide; potassium carbonate; potassium hydroxide; sodium hydroxide; In methanol; ethanol; hexane; water; acetone;

DOI:10.1016/j.bmc.2015.09.042

upstream raw materials:

2,4,6-trihydroxyacetophenone

2,6-dihydroxybenzaldehyde

2,6-bis((2-methoxyethoxy)methoxy)benzaldehyde

5,7,3,2′,6′-pentahydroxy flavanone

Refernces