2H-1-Benzopyran-3,4,5,7-tetrol,2-(3,4-dihydroxyphenyl)-3,4-dihydro-

Base Information

• Chemical Name: 2H-1-Benzopyran-3,4,5,7-tetrol,2-(3,4-dihydroxyphenyl)-3,4-dihydro-
• CAS No.: 15963-96-9
• Molecular Formula: C15H14 O7
• Molecular Weight: 306.272
• Mol file: 15963-96-9.mol

Synonyms:Pygnoforton;Pygnogenol; Tetrahydroxyflavandiol

Chemical Property of 2H-1-Benzopyran-3,4,5,7-tetrol,2-(3,4-dihydroxyphenyl)-3,4-dihydro-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-1-Benzopyran-3,4,5,7-tetrol,2-(3,4-dihydroxyphenyl)-3,4-dihydro-

There total 4 articles about 2H-1-Benzopyran-3,4,5,7-tetrol,2-(3,4-dihydroxyphenyl)-3,4-dihydro- 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:

→ 2r-(3,4-dihydroxy-phenyl)-chroman-3t,43ξ,5,7-tetraol (480-17-1,15963-96-9,17277-70-2,17912-82-2,69256-15-1,93527-39-0,104371-01-9)

Guidance literature:

With tetrahydrofuran; lithium aluminium tetrahydride; Hydrogenation_.an Palladium/Bariumsulfat in DMF;

Reference yield:

taxifolin (480-18-2,17654-26-1,5117-01-1) → (+)-leucocyanidin (480-17-1,15963-96-9,17277-70-2,17912-82-2,69256-15-1,93527-39-0,104371-01-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 1h; Ambient temperature;

DOI:10.1039/P19810001213

Reference yield:

3,3',4',5,7-pentahydroxy flavanone (215257-15-1,17654-26-1,5117-01-1) → leucocyanidin (15963-96-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 1h;

upstream raw materials:

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

taxifolin

Downstream raw materials:

(2R,3S)-2,3-trans-3',4,4',5,7-pentamethoxyflavan-3-ol

(2R,3S,4R)-2,3-trans-3,4-trans-4-(2,4-Dihydroxyphenyl)-3',4',5,7-tetrahydroxyflavan-3-ol

[4,6]-2,3-trans-3,4-trans-(+)-catechin-(+)-catechin

procyanidin B₃

Refernces

• 1、 Botha, Jacobus J.,Young, Desmond A.,Ferreira, Daneel,Roux, David G.. "Synthesis of Condensed Tannins. Part 1. Stereoselective and Stereospecific Syntheses of Optically Pure 4-Arylflavan-3-ols, and Assessment of their Absolute Stereochemistry at C-4 by means of Circular Dichroism". . p. 1213 - 1219. Retrieved 2007/10/02.