23-O-succinyl silibinin

Base Information

• Chemical Name: 23-O-succinyl silibinin
• CAS No.: 86124-93-8
• Molecular Formula: C₂₉H₂₆O₁₃
• Molecular Weight: 582.518
• Mol file: 86124-93-8.mol

Synonyms:23-O-succinyl silibinin

Chemical Property of 23-O-succinyl silibinin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 23-O-succinyl silibinin

There total 3 articles about 23-O-succinyl silibinin 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: 25.0%

C36H32O13 → 23-O-succinyl silibinin (86124-93-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 2.5h;

DOI:10.1002/ardp.201800206

Reference yield:

silibinin-C-2',3-bis(dihydrogensuccinate) (34482-56-9,50977-00-9,58868-84-1,67113-62-6) → silibinin (22888-70-6) + 23-O-succinyl silibinin (86124-93-8) + Succinic acid mono-{(2R,3R)-5,7-dihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl]-4-oxo-chroman-3-yl} ester (86124-92-7)

Guidance literature:

With water; at 37 ℃; Product distribution; Rate constant; various pH;

DOI:10.1002/ardp.19833160502

Reference yield:

silibinin (22888-70-6) → 23-O-succinyl silibinin (86124-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 22 h / 0 - 20 °C

2: hydrogen; palladium 10% on activated carbon / methanol / 2.5 h / 20 °C

With di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; triphenylphosphine; In tetrahydrofuran; methanol; 1: |Mitsunobu Displacement;

DOI:10.1002/ardp.201800206

upstream raw materials:

silibinin-C-2',3-bis(dihydrogensuccinate)

silibinin

Refernces

• 1、 Koch,Tscherny,Zinsberger. "Bioavailability of silymarin. II. Investigations on the stability of silybin dihemisuccinate". . p. 385 - 394. Retrieved 2007/10/02.