69082-82-2

Basic information

• Product Name: (2R,3R,4R)-2,3-cis-3,4-trans-3-acetoxy-4',7,8-trimethoxy-4-(2,4,6-trimethoxyphenyl)flavan
• CAS NO: 69082-82-2
• Molecular Weight: 524.568
• Mol File: 69082-82-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,3R,4R)-2,3-cis-3,4-trans-3-acetoxy-4',7,8-trimethoxy-4-(2,4,6-trimethoxyphenyl)flavan(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4R)-2,3-cis-3,4-trans-3-acetoxy-4',7,8-trimethoxy-4-(2,4,6-trimethoxyphenyl)flavan(69082-82-2)
• EPA Substance Registry System: (2R,3R,4R)-2,3-cis-3,4-trans-3-acetoxy-4',7,8-trimethoxy-4-(2,4,6-trimethoxyphenyl)flavan(69082-82-2)

Safety Data

• Hazardous Substances Data: 69082-82-2(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 78284-64-7 (2R,3R,4R)-7,8-Dimethoxy-2-(4-methoxy-phenyl)-4-(2,4,6-trimethoxy-phenyl)-chroman-3-ol 

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.