664351-48-8

Basic information

• Product Name: [4,8']-2,3-trans-3,4-trans:2',3'-cis-octa-O-benzyl-3-O-acetyl-(+)-catechin-(-)-epicatechin
• Synonyms: [4,8']-2,3-trans-3,4-trans:2',3'-cis-octa-O-benzyl-3-O-acetyl-(+)-catechin-(-)-epicatechin
• CAS NO: 664351-48-8
• Molecular Weight: 1341.56
• Mol File: 664351-48-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: [4,8']-2,3-trans-3,4-trans:2',3'-cis-octa-O-benzyl-3-O-acetyl-(+)-catechin-(-)-epicatechin(CAS DataBase Reference)
• NIST Chemistry Reference: [4,8']-2,3-trans-3,4-trans:2',3'-cis-octa-O-benzyl-3-O-acetyl-(+)-catechin-(-)-epicatechin(664351-48-8)
• EPA Substance Registry System: [4,8']-2,3-trans-3,4-trans:2',3'-cis-octa-O-benzyl-3-O-acetyl-(+)-catechin-(-)-epicatechin(664351-48-8)

Safety Data

• Hazardous Substances Data: 664351-48-8(Hazardous Substances Data)

Upstream product

• 87292-49-7 5,7,3',4'-tetra-O-benzylepicatechin 
• 478796-18-8 (2R,3S,4S)-3-acetoxy-5,7,3',4'-tetrabenzyloxy-4-isopropoxyflavan 
• 1234682-03-1 C₄₇H₄₄O₈ 
• 476312-04-6 (2R,3S,4S)-5,7,3',4'-tetrabenzyloxy-3-acetoxy-4-methoxyflavan 
• 664351-41-1 (2R,3S,4S)-3-acetoxy-5,7,3',4'-tetrabenzyloxy-4-(2-ethoxyethoxy)flavan 

Downstream Products

• 29106-51-2 procyanidin B₄ 
• 195145-79-0 [4,8']-2,3-trans-3,4-trans:2',3'-cis-octa-O-benzyl-(+)-catechin-(-)-epicatechin 

Relevant articles and documents

Synthesis of procyanidin B1, B2, and B4 and their anti-inflammatory activity: The effect of 4-alkoxy group of catechin and/or epicatechin electrophiles for condensation

Abstract: Procyanidin B1, B2, and B3 were synthesized based on a Yb(OTf)3 catalyzed equimolar condensation using methoxy and/or 4-(2-ethoxyethoxy) drivatives as electrophiles. The anti-inflammatory effect of synthetic procyanidin B1, B2, and B4 on 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation of mouse ears was examined. Procyanidin B1, B2, B 4 suppressed TPA-induced inflammation of mouse ears by 48%, 34%, and 29%, respectively, at a dose of 200 μg. Their activities are stronger than those of indomethacin and glycyrrhetinic acid, the normally used antiinflammatory agent.

An efficient synthesis of procyanidins. Rare earth metal Lewis acid catalyzed equimolar condensation of catechin and epicatechin

Stereoselective synthesis of catechin and epicatechin dimers under intermolecular condensation is achieved by an equimolar amount of coupling catalyzed by Yb(OTf)3. The coupled products were successfully converted to procyanidin B1, B2, B3, and B4.