procyanidin B₄ 3'-O-gallate

Base Information

• Chemical Name: procyanidin B₄ 3'-O-gallate
• CAS No.: 89064-33-5
• Molecular Formula: C₃₇H₃₀O₁₆
• Molecular Weight: 730.636
• Mol file: 89064-33-5.mol

Synonyms:procyanidin B₄ 3'-O-gallate

Chemical Property of procyanidin B₄ 3'-O-gallate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of procyanidin B₄ 3'-O-gallate

There total 3 articles about procyanidin B₄ 3'-O-gallate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

[4,8’]-2,3-cis-3.4-trans:2’,3’-cis-octabenzyloxy-(-)-epicatechin-3”-(tribenzyloxy)gallate → (-)-epicatechin-4β->8-(-)-epicatechin-3-O-gallate (89064-33-5,73086-04-1)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In tetrahydrofuran; methanol; water; for 3h;

DOI:10.1016/j.bmcl.2013.06.061

Reference yield: 53.0%

[4,8]-2,3-trans-3,4-trans:2,3-trans-octa-O-benzyl-(+)-catechin-(-)-epicatechin-3''-O-(tri-O-benzyl)gallate → procyanidin B4 3'-O-gallate (89064-33-5)

Guidance literature:

With hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 8h;

DOI:10.3987/COM-05-S(T)11

Reference yield:

(-)-epicatechin gallate (863-03-6,10517-25-6,13445-34-6,17431-25-3,20819-16-3,25615-05-8,130405-40-2,1257-08-5) + taxifolin (480-18-2,17654-26-1,5117-01-1) → procyanidin B4 3'-O-gallate (89064-33-5)

Guidance literature:

taxifolin; With sodium tetrahydroborate; ethanol; at 20 ℃; for 0.75h;

(-)-epicatechin gallate; With hydrogenchloride; In water; for 1h;

upstream raw materials:

(-)-epicatechin gallate

taxifolin

Downstream raw materials:

3,4,5-trihydroxybenzoic acid

procyanidin B₄

Refernces

• 1、 Suda, Manato,Katoh, Miyuki,Toda, Kazuya,Matsumoto, Kiriko,Kawaguchi, Koichiro,Kawahara, Sei-Ichi,Hattori, Yasunao,Fujii, Hiroshi,Makabe, Hidefumi. "Syntheses of procyanidin B2 and B3 gallate derivatives using equimolar condensation mediated by Yb(OTf)3 and their antitumor activities". supporting information. p. 4935 - 4939. Retrieved 2013/09/02.
• 2、 Saito, Akiko,Mizushina, Yoshiyuki,Ikawa, Hiroshi,Yoshida, Hiromi,Doi, Yuki,Tanaka, Akira,Nakajima, Noriyuki. "Systematic synthesis of galloyl-substituted procyanidin B1 and B2, and their ability of DPPH radical scavenging activity and inhibitory activity of DNA polymerases". . p. 2759 - 2771. Retrieved 2007/10/03.