86989-13-1

Upstream product

• 86989-15-3 Acetic acid (2R,3S,4S)-2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chroman-4-yl ester 
• 51196-02-2 5,7,3',4'-tetra-O-methylepicatechin 
• 22970-70-3 (2R,3R,4S)-2,3-cis-3,4-trans-3',4',5,7-tetramethoxyflavan-3,4-diol 
• 108-73-6 3,5-dihydroxyphenol 
• 186581-53-3 diazomethane 
• 108-24-7 acetic anhydride 
• 14613-66-2 2-[(2R,3R,4S)-2-(3,4-Dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chroman-4-yl]-benzene-1,3,5-triol 

Relevant academic research and scientific papers

Acid-catalyzed rearrangements of flavan-4-phloroglucinol derivatives to novel 6-hydroxyphenyl-6a,11b-dihydro-6H-[1]benzofuro[2,3-c]-chromenes and hydroxyphenyl-3,2′-spirobi[dihydro[1]benzofurans]

Acetic acid-catalyzed cleavage of proanthocyanidins in the presence of phloroglucinol gives a series of 2R procyanidin- and prodelphinidin-phloroglucinol adducts together with a novel 2S all-cis derivative implicating cleavage of the pyran ring and subsequent inversion of stereochemistry at C-2C. These flavan-4-phloroglucinol adducts also suffer dehydration to products with novel fused dihydrobenzopyran-dihydrobenzofuran rings. In addition, cleavage of the flavan C-10A-C-4C bond followed by dehydration results in unique 3,2′-spirobi[dihydro[1]benzofurans].

THE FIRST NATURALLY OCCURRING 4-ARYL FLAVAN-3-OL

(2R,3R,4S)-4-(2,4,6-trihydroxyphenyl)flavan-3,3',4',5,7-pentaol, the first natural 4-aryl flavan-3-ol, was isolated from Nelia meyeri Schwant., and its structure and stereochemistry determined by spectroscopic investigation and synthesis.