488148-82-9

Basic information

• Product Name: Butanedioic acid, 2,3-bis[[(2E)-3-[3,4-bis(phenylmethoxy)phenyl]-1-oxo-2-propenyl]oxy]-, bis(phenylmethyl) ester, (2R,3R)-
• CAS NO: 488148-82-9
• Molecular Formula: C64H54O12
• Molecular Weight: 1015.13
• Mol File: 488148-82-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Butanedioic acid, 2,3-bis[[(2E)-3-[3,4-bis(phenylmethoxy)phenyl]-1-oxo-2-propenyl]oxy]-, bis(phenylmethyl) ester, (2R,3R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanedioic acid, 2,3-bis[[(2E)-3-[3,4-bis(phenylmethoxy)phenyl]-1-oxo-2-propenyl]oxy]-, bis(phenylmethyl) ester, (2R,3R)-(488148-82-9)
• EPA Substance Registry System: Butanedioic acid, 2,3-bis[[(2E)-3-[3,4-bis(phenylmethoxy)phenyl]-1-oxo-2-propenyl]oxy]-, bis(phenylmethyl) ester, (2R,3R)-(488148-82-9)

Safety Data

• Hazardous Substances Data: 488148-82-9(Hazardous Substances Data)

Upstream product

• 54429-62-8 (E)-3-(3,4-bis(benzyloxy)phenyl)acrylic acid 
• 622-00-4 dibenzyl (2R,3R)-2,3-dihydroxybutanedioate 
• 331-39-5 caffeic acid 
• 74257-25-3 ethyl caffeate 
• 203571-40-8 3-(3,4-bis-benzyloxy-phenyl)-acrylic acid ethyl ester 

Downstream Products

• 6537-80-0 (-)-chicoric acid 

Relevant articles and documents

A convenient synthesis of the Echinacea-derived immunostimulator and HIV-1 integrase inhibitor (-)-(2R,3R)-chicoric acid

The Echinacea-derived immunostimulator and HIV-1 integrase inhibitor (-)-chicoric acid (=2,3-bis{[3- (3,4-dihydroxyphenyl)-1-oxoprop-2-enyl]oxy}butanedioic acid; 1a) was conveniently prepared via a silane-promoted Pd-mediated chemoselective hydrogenolysis of its perbenzylated derivative 12a, which was generated from an efficient and reliable carbodiimide-mediated coupling reaction between the caffeic acid dibenzyl ether derivative 7 and commercially available (+)-dibenzyl L-tartrate (9a). The other naturally occurring dextrorotatory chicoric acid (1b) can be similarly prepared.