5-Hydroxy-7-(4-hydroxyphenyl)-1-phenyl-3-heptanone

Base Information

• Chemical Name: 5-Hydroxy-7-(4-hydroxyphenyl)-1-phenyl-3-heptanone
• CAS No.: 83161-96-0
• Molecular Formula: C₁₉H₂₂O₃
• Molecular Weight: 298.382
• DSSTox Substance ID: DTXSID301228412
• Nikkaji Number: J1.643.259H
• Wikidata: Q105276054
• Metabolomics Workbench ID: 46167
• ChEMBL ID: CHEMBL490271
• Mol file: 83161-96-0.mol

Synonyms:5-hydroxy-7-(4-hydroxyphenyl)-1-phenyl-3-heptanone;5-hydroxy-7-(4-hydroxyphenyl)-1-phenylheptan-3-one;CHEMBL490271;CHEBI:174841;DTXSID301228412;LS-74511;1-Phenyl-7-(4-hydroxyphenyl)-5-hydroxy-3-heptanone;(+/-)-5-hydroxy-7-(4'-hydroxyphenyl)-1-phenyl-3-heptanone;83161-96-0

Chemical Property of 5-Hydroxy-7-(4-hydroxyphenyl)-1-phenyl-3-heptanone

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 298.15689456
• Heavy Atom Count: 22
• Complexity: 315

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCC(=O)CC(CCC2=CC=C(C=C2)O)O

Technology Process of 5-Hydroxy-7-(4-hydroxyphenyl)-1-phenyl-3-heptanone

There total 10 articles about 5-Hydroxy-7-(4-hydroxyphenyl)-1-phenyl-3-heptanone 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: 92.0%

C35H40O3Si → (+/-)-5-hydroxy-7-(4'-hydroxyphenyl)-1-phenyl-3-heptanone (83161-96-0,529510-66-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1007/s11418-013-0743-6

Reference yield:

3-(4-hydroxyphenyl)propionic acid methyl ester (5597-50-2) → (+/-)-5-hydroxy-7-(4'-hydroxyphenyl)-1-phenyl-3-heptanone (83161-96-0,529510-66-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 93 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 1.5 h / 20 °C

2.1: 97 percent / LiAlH₄ / diethyl ether / 1.5 h / 20 °C

3.1: 67 percent / pyridinium chlorochromate (PCC); sodium acetate / CH₂Cl₂ / 2 h

4.1: tetrahydrofuran / 0.5 h / -78 °C

4.2: 72 percent / tetrahydrofuran / 2 h / -78 °C

5.1: AcOH; H₂O / tetrahydrofuran

With lithium aluminium tetrahydride; water; sodium acetate; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: protection / 2.1: Reduction / 3.1: Oxidation / 4.1: Metallation / 4.2: Condensation / 5.1: deprotection;

DOI:10.1023/A:1020847423427

Reference yield:

(2-Phenethyl-[1,3]dioxolan-2-yl)-acetaldehyde (72134-60-2) → (+/-)-5-hydroxy-7-(4'-hydroxyphenyl)-1-phenyl-3-heptanone (83161-96-0,529510-66-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / tetrahydrofuran

2: 1) H₂; 2) aq. HF / 1) Pd-C

With hydrogen fluoride; hydrogen; palladium on activated charcoal; In tetrahydrofuran;

upstream raw materials:

4-(4-Benzyloxy-phenyl)-1-(2-phenethyl-[1,3]dioxolan-2-yl)-butan-2-ol

3-(4-hydroxyphenyl)propionic acid methyl ester

methyl 3-(4-tetrahydropyran-2-yloxyphenyl)propionate

3-[4'-(tetrahydropyran-2'-yloxy)phenyl]propionaldehyde