23-O-acetylsilibinin

Base Information

• Chemical Name: 23-O-acetylsilibinin
• CAS No.: 871249-25-1
• Molecular Formula: C₂₇H₂₄O₁₁
• Molecular Weight: 524.481
• Mol file: 871249-25-1.mol

Synonyms:23-O-acetylsilibinin

Chemical Property of 23-O-acetylsilibinin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 23-O-acetylsilibinin

There total 1 articles about 23-O-acetylsilibinin 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: 81.0%

silybin (802918-57-6) + acetic anhydride (108-24-7) → 23-O-acetylsilibinin (871249-25-1)

Guidance literature:

With boron trifluoride diethyl etherate; In tetrahydrofuran; at 0 - 20 ℃; for 19h; regioselective reaction;

DOI:10.1016/j.ejmech.2018.01.036

Reference yield: 88.0%

23-O-acetylsilibinin (871249-25-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 23-O-acetyl-3-O-formylsilybin

Guidance literature:

N,N-dimethyl-formamide; With oxalyl dichloride; In dichloromethane; at 0 ℃; for 0.166667h;

23-O-acetylsilibinin; at 0 - 50 ℃; for 2h;

DOI:10.1021/acs.jnatprod.5b00430

Reference yield: 30.0%

23-O-acetylsilibinin (871249-25-1) → 23-O-acetylsilybin A (1220986-69-5) + 23-O-acetylsilybin B (1220986-70-8) + silybin B (22888-70-6)

Guidance literature:

With Candida antarctica lipase B; butan-1-ol; In toluene; at 45 ℃; for 48h; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/np900758d

upstream raw materials:

silybin

acetic anhydride

Downstream raw materials:

23-O-acetylsilybin A

23-O-acetylsilybin B

silybin B

silibinin

Refernces

• 1、 Schramm, Simon,Huang, Guozheng,Gunesch, Sandra,Lang, Florian,Roa, Judit,H?gger, Petra,Sabaté, Raimon,Maher, Pamela,Decker, Michael. "Regioselective synthesis of 7-O-esters of the flavonolignan silibinin and SARs lead to compounds with overadditive neuroprotective effects". supporting information. p. 93 - 107. Retrieved 2018/02/15.