78284-65-8

Basic information

• Product Name: (2R,3R,4S)-2,3-cis-3,4-trans-4',7,8-trimethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol
• CAS NO: 78284-65-8
• Molecular Weight: 452.504
• Mol File: 78284-65-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,3R,4S)-2,3-cis-3,4-trans-4',7,8-trimethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4S)-2,3-cis-3,4-trans-4',7,8-trimethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol(78284-65-8)
• EPA Substance Registry System: (2R,3R,4S)-2,3-cis-3,4-trans-4',7,8-trimethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol(78284-65-8)

Safety Data

• Hazardous Substances Data: 78284-65-8(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 577-30-0 epioritin-4α-ol 
• 108-46-3 recorcinol 

Downstream Products

• 69120-24-7 (2R,3R,4S)-2,3-cis-3,4-trans-3-acetoxy-4',7,8-trimethoxy-4-(2,4-dimethoxyphenyl)flavan 

Relevant articles and documents

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

Stereoselective and also stereospecific condensation at C-4 of flavan-3,4-diols of known absolute configuration with phloroglucinol and resorcinol in acid medium proceeds at ambient temperatures with partial retention of configuration for 2,3-trans-isomers and with inversion for 2,3-cis-analogues.Circular dichroism spectra of the resultant 4-arylflavan-3-ols all exhibit multiple Cotton effects.The sign of high intensity Cotton effects to low wavelength, contributed by aryl chromophores at C-4, may almost invariably be correlated with the absolute configuration at this chiral centre of 2,3-trans-3,4-trans, 2,3-trans-3,4-cis, and 2,3-cis-3,4-trans-isomers.