4-Tetradecen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-, (4E)-

Base Information

• Chemical Name: 4-Tetradecen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-, (4E)-
• CAS No.: 36752-54-2
• Molecular Formula: C21H32O3
• Molecular Weight: 332.483
• DSSTox Substance ID: DTXSID40873730
• Wikidata: Q81981217
• Mol file: 36752-54-2.mol

Synonyms:104186-05-2;1-(4-Hydroxy-3-methoxyphenyl)tetradec-4-en-3-one;4-Tetradecen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-, (4E)-;DTXSID40873730;AKOS037515685;FT-0776693;1-(4-hydroxy-3-methoxyphenyl)tetradec-4-en3-one

Chemical Property of 4-Tetradecen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-, (4E)-

Chemical Property:

• Vapor Pressure: 1.03E-09mmHg at 25°C
• Boiling Point: 476.8°C at 760 mmHg
• PKA: 10.01±0.20(Predicted)
• Flash Point: 158.9°C
• PSA: 46.53000
• Density: 0.996g/cm³
• LogP: 5.59940
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 13
• Exact Mass: 332.23514488
• Heavy Atom Count: 24
• Complexity: 351

Purity/Quality:

≥98% ^*data from raw suppliers

10-Shogaol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC=CC(=O)CCC1=CC(=C(C=C1)O)OC
• Uses: 10-Shogaol is an extract from ginger (Zingiber officinale Roscoe)? displaying antioxidant activity. Also may contain hypolipidemic and insulin-sensitizing effects.

Technology Process of 4-Tetradecen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-, (4E)-

There total 1 articles about 4-Tetradecen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-, (4E)- 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: 47.0%

5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one (107257-18-1) → [10]-shogaol (36752-54-2,104186-05-2) + 10-gingerol (23513-15-7)

Guidance literature:

With potassium fluoride; C₅₀H₃₄F₁₂O₆; In toluene; at 25 ℃; for 192h; enantioselective reaction; Inert atmosphere; Resolution of racemate;

DOI:10.1021/acs.orglett.8b00547

Reference yield: 30.0%

[10]-shogaol (36752-54-2,104186-05-2) + adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) → 5-(6-amino-9H-purin-9-yl)-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one (1311378-33-2)

Guidance literature:

With caesium carbonate; In methanol; water; at 20 ℃; for 72h;

DOI:10.1016/j.phytochem.2011.03.007

upstream raw materials:

5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one

Downstream raw materials:

5-(6-amino-9H-purin-9-yl)-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one