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

Base Information

• Chemical Name: 4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, (2R,3R)-
• CAS No.: 55812-91-4
• Molecular Formula: C16H14O7
• Molecular Weight: 318.27800
• Mol file: 55812-91-4.mol

Synonyms:4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, (2R-trans)-;Isorhamnetin, dihydro-, (+)-;(+)-Dihydroisorhamnetin;4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, (2R,3R)-;(2R,3R)-2,3-Dihydro-3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one;

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

Chemical Property:

• PSA: 116.45000
• LogP: 1.48930

Purity/Quality:

Analysis control,98.0% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 4H-1-Benzopyran-4-one, 2,3-dihydro-3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, (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: 59.0%

C24H30O11 (1334307-41-3) → 2,3-dihydroisorhamnetin (55812-91-4)

Guidance literature:

With hydrogenchloride; In methanol; water; for 0.333333h; regiospecific reaction; Reflux;

DOI:10.1016/j.bmcl.2011.07.008

Reference yield:

3,3',4',5,7-pentahydroxy flavanone (215257-15-1,17654-26-1,5117-01-1) → 2,3-dihydroisorhamnetin (55812-91-4)

Guidance literature:

With DL-dithiothreitol; HCl buffer; 2-amino-2-hydroxymethyl-1,3-propanediol; at 37 ℃; for 1h; pH=7.5; Enzymatic reaction;

DOI:10.1016/j.phytochem.2005.11.022

Reference yield:

3-methoxy-4-methoxymethoxy-benzaldehyde (5533-00-6) → 2,3-dihydroisorhamnetin (55812-91-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / N,N-dimethyl-formamide / 4 h / 0 - 4 °C

2: dihydrogen peroxide; sodium hydroxide / methanol; water / 4 h / 20 °C

3: hydrogenchloride / methanol; water / 0.33 h / Reflux

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

DOI:10.1016/j.bmcl.2011.07.008

upstream raw materials:

3,3',4',5,7-pentahydroxy flavanone

C₂₄H₃₀O₁₀

C₂₄H₃₀O₁₁

3-methoxy-4-methoxymethoxy-benzaldehyde