Rubiginone B2

Base Information

• Chemical Name: Rubiginone B2
• CAS No.: 130548-10-6
• Molecular Formula: C₂₀H₁₆O₄
• Molecular Weight: 320.345
• Nikkaji Number: J424.085E
• Wikidata: Q77515841
• Metabolomics Workbench ID: 105729
• Mol file: 130548-10-6.mol

Synonyms:rubiginone B2

Chemical Property of Rubiginone B2

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >262 °C (decomp)
• Boiling Point: 540.246°C at 760 mmHg
• Flash Point: 240.156°C
• PSA: 60.44000
• Density: 1.3g/cm³
• LogP: 3.23560
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 320.10485899
• Heavy Atom Count: 24
• Complexity: 568

Purity/Quality:

97% ^*data from raw suppliers

RubiginoneB2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC2=C(C(=O)C1)C3=C(C=C2)C(=O)C4=C(C3=O)C=CC=C4OC
• Isomeric SMILES: C[C@H]1CC2=C(C(=O)C1)C3=C(C=C2)C(=O)C4=C(C3=O)C=CC=C4OC
• Uses: Antibiotic with vincristine-cytotoxicity potentiating activity.

Technology Process of Rubiginone B2

There total 23 articles about Rubiginone B2 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: 97.0%

(S)-7,8,12-trimethoxy-3-methyl-3,4-dihydrotetraphen-1(2H)-one (869487-82-1) → (+)-rubiginone B2 (130548-10-6)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 0 - 20 ℃;

DOI:10.1021/jo051444m

Reference yield: 82.0%

(S)-8-hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione (28882-53-3) + methyl iodide (74-88-4) → (+)-rubiginone B2 (130548-10-6)

Guidance literature:

With silver(l) oxide; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/jo070709p

Reference yield: 67.0%

(+)-(3R)-8-methoxy-3-methyl-1,2,3,4-tetrahydrobenzo[a]anthracene-7,12-dione (632337-52-1) → (+)-rubiginone B2 (130548-10-6)

Guidance literature:

With air; In chloroform; at 20 ℃; for 18h; Irradiation;

DOI:10.1002/chem.201000804

upstream raw materials:

rubiginone B₁

8-methoxy-3-methyl-1,2,3,4-tetrahydrobenzoanthracene-7,12-dione

(+)-(3R)-8-methoxy-3-methyl-1,2,3,4-tetrahydrobenzo[a]anthracene-7,12-dione

(S)-7,8,12-trimethoxy-3-methyl-3,4-dihydrotetraphen-1(2H)-one

Downstream raw materials:

(S)-8-hydroxy-3-methyl-3,4-dihydrotetraphene-1,7,12(2H)-trione

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