Eicosyl ferulate

Base Information

• Chemical Name: Eicosyl ferulate
• CAS No.: 133882-79-8
• Molecular Formula: C30H50O4
• Molecular Weight: 474.7156
• Mol file: 133882-79-8.mol

Synonyms:Eicosyl ferulate;E-Ferulic acid eicosyl ester;n-Eicosyl-trans-ferulate;trans-Eicosyl ferulate;Icosyl 3-(4-hydroxy-3-Methoxyphenyl)acrylate

Chemical Property of Eicosyl ferulate

Chemical Property:

• PSA: 55.76000
• LogP: 8.99890

Purity/Quality:

99%+, ^*data from raw suppliers

Eicosylferulate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Eicosyl ferulate

There total 8 articles about Eicosyl ferulate 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: 75.0%

C33H54O6 → (E)-icosyl 3-(4-hydroxy-3-methoxyphenyl)-acrylate (133882-79-8)

Guidance literature:

With piperidine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/acs.jnatprod.8b01023

Reference yield:

3-methoxy-4-(tetrahydropyran-2-yloxy)benzaldehyde (91471-08-8) → (E)-icosyl 3-(4-hydroxy-3-methoxyphenyl)-acrylate (133882-79-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / piperidine, aniline / pyridine / 15 h / 70 - 80 °C

2: DCC / pyridine

3: 1M HCl / tetrahydrofuran / 1 h / Ambient temperature

With hydrogenchloride; dicyclohexyl-carbodiimide; piperidine; aniline; In tetrahydrofuran; pyridine;

DOI:10.1016/0031-9422(92)83695-U

Reference yield:

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) + n-eicosanol (629-96-9) → (E)-icosyl 3-(4-hydroxy-3-methoxyphenyl)-acrylate (133882-79-8)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 120 ℃; for 4h;

DOI:10.1021/jf060899p

upstream raw materials:

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

n-eicosanol

3-methoxy-4-(tetrahydropyran-2-yloxy)benzaldehyde

(E)-3-<3-Methoxy-4-(tetrahydropyran-2-yloxy)phenyl>prop-2-enoic acid

Refernces

• 1、 Jayaprakasam, Bolleddula,Vanisree, Mulabagal,Zhang, Yanjun,Dewitt, David L.,Nair, Muraleedharan G.. "Impact of alkyl esters of caffeic and ferulic acids on tumor cell proliferation, cyclooxygenase enzyme, and lipid peroxidation". . p. 5375 - 5381. Retrieved 2008/04/03.