2,3-Dehydrosilybin B

Base Information

• Chemical Name: 2,3-Dehydrosilybin B
• CAS No.: 142796-24-5
• Molecular Formula: C₂₅H₂₀O₁₀
• Molecular Weight: 480.428
• DSSTox Substance ID: DTXSID601102493
• Nikkaji Number: J3.184.460F
• Mol file: 142796-24-5.mol

Synonyms:2,3-Dehydrosilybin B;142796-24-5;2,3-Dehydrosilybin B;DTXSID601102493;HY-N12360A;AKOS040735842;CS-0899003;2-[(2S,3S)-2,3-Dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl]-3,5,7-trihydroxy-4H-1-benzopyran-4-one

Chemical Property of 2,3-Dehydrosilybin B

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 480.10564683
• Heavy Atom Count: 35
• Complexity: 816

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O
• Isomeric SMILES: COC1=C(C=CC(=C1)[C@H]2[C@@H](OC3=C(O2)C=C(C=C3)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O

Technology Process of 2,3-Dehydrosilybin B

There total 5 articles about 2,3-Dehydrosilybin B 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: 90.0%

silybin (802918-57-6) → Dehydrosilybin (142758-98-3,142796-23-4,142796-24-5)

Guidance literature:

With iodine; potassium acetate; acetic acid; for 4.5h; Heating;

DOI:10.1016/S0960-894X(99)00636-8

Reference yield: 70.0%

silybin (802918-57-6) → Dehydrosilybin (142758-98-3,142796-23-4,142796-24-5) + 2,4,6-trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl]-benzofuran-3-one

Guidance literature:

With potassium acetate; In N,N-dimethyl-formamide; at 50 ℃; for 0.16h; Reagent/catalyst; Solvent; Temperature; Microwave irradiation;

DOI:10.1016/j.tetlet.2013.09.035

Reference yield: 49.7%

3,5,7-trihydroxy-2-(3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydroxybenzo[b][1,4]dioxin-6-yl)chroman-4-one → Dehydrosilybin (142758-98-3,142796-23-4,142796-24-5) + 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on (480-41-1)

Guidance literature:

With methanol; In dimethyl sulfoxide; at 20 ℃; Irradiation;

upstream raw materials:

silybin

silybin B