Pinostrobin

Base Information

• Chemical Name: Pinostrobin
• CAS No.: 75291-74-6
• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.285
• European Community (EC) Number: 207-548-1,694-714-5
• Nikkaji Number: J285.119I
• Wikidata: Q105197595
• Metabolomics Workbench ID: 27380
• ChEMBL ID: CHEMBL210800
• Mol file: 75291-74-6.mol

Synonyms:5-hydroxy-7-methoxy-2-phenyl-2,3-dihydro-4H-chromen-4-one;5-hydroxy-7-methoxyflavanone;pinostrobin

Chemical Property of Pinostrobin

Chemical Property:

• PSA: 55.76000
• LogP: 3.10730
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 270.08920892
• Heavy Atom Count: 20
• Complexity: 350

Purity/Quality:

98%min ^*data from raw suppliers

(±)-Pinostrobin ≥99.0% (TLC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC=CC=C3)O

Technology Process of Pinostrobin

There total 13 articles about Pinostrobin 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: 65.0%

flavokawain B (1775-97-9) → pinostrobin (75291-74-6,163660-09-1)

Guidance literature:

With hydrogen bromide; In acetic acid; Heating;

DOI:10.1080/00397910801991465

Reference yield: 57.0%

tectochrysine (520-28-5) → 1-(2,6-dihydroxy-4-methoxy-phenyl)-3-phenyl-propan-1-one (35241-55-5) + pinostrobin (75291-74-6,163660-09-1)

Guidance literature:

With 1% Pd/C; hydrogen; In ethyl acetate; at 20 ℃; for 24h;

DOI:10.1016/j.bmcl.2010.03.054

Reference yield:

tectochrysine (520-28-5) → pinostrobin (75291-74-6,163660-09-1)

Guidance literature:

With palladium on activated charcoal; tetralin; at 210 ℃;

upstream raw materials:

tectochrysine

pinocembrin

methyl iodide

5,7-dimethoxyflavone

Downstream raw materials:

tectochrysine

(5-hydroxy-7-methoxyflavonone)oxime

pinostrobin Acetate

Refernces

• 1、 Liu, Tao,Ying, Huazhou,Lin, Guan,Hu, Yongzhou. "Efficient one-pot synthesis of hydroxyflavanones by cyclization and O-demethylation of methoxychalcones". . p. 1815 - 1821. Retrieved 2008/12/20.
• 2、 Wollenweber, Eckhard. "THE OCCURRENCE OF FLAVANONES IN THE FARINOSE EXUDATE OF THE FERN ONYCHIUM SILICULOSUM". . p. 1462 - 1464. Retrieved 2007/10/02.