9,12,15-Octadecatrienamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-, (Z,Z,Z)-

Base Information

• Chemical Name: 9,12,15-Octadecatrienamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-, (Z,Z,Z)-
• CAS No.: 104899-01-6
• Molecular Formula: C₂₆H₃₉NO₃
• Molecular Weight: 413.601
• Wikidata: Q76388815
• ChEMBL ID: CHEMBL1672677
• Mol file: 104899-01-6.mol

Synonyms:Linvanil;104899-01-6;9,12,15-Octadecatrienamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-, (Z,Z,Z)-;N-((4-Hydroxy-3-methoxyphenyl)methyl)-9,12,15-octadecatrienamide (Z,Z,Z)-;SCHEMBL8154574;CHEMBL1672677;(9Z,12Z,15Z)-N-[(4-hydroxy-3-methoxyphenyl)methyl]octadeca-9,12,15-trienamide;LS-97721;J-001290

Chemical Property of 9,12,15-Octadecatrienamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-, (Z,Z,Z)-

Chemical Property:

• Vapor Pressure: 5.66E-15mmHg at 25°C
• Boiling Point: 599.6°Cat760mmHg
• Flash Point: 316.5°C
• PSA: 62.05000
• Density: 1.003g/cm³
• LogP: 7.44680
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 16
• Exact Mass: 413.29299411
• Heavy Atom Count: 30
• Complexity: 512

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
• Isomeric SMILES: CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC

Technology Process of 9,12,15-Octadecatrienamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-, (Z,Z,Z)-

There total 3 articles about 9,12,15-Octadecatrienamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-, (Z,Z,Z)- 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: 81.0%

Vanillylamin (1196-92-5) + cis,cis,cis-9,12,15-octadecatrienoyl chloride (59044-29-0) → Linvanil (104899-01-6)

Guidance literature:

In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm00070a002

Reference yield:

Vanillylamin (1196-92-5) + (9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) → Linvanil (104899-01-6)

Guidance literature:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In ethyl acetate; at 20 ℃; for 1h;

Vanillylamin; In ethyl acetate; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2010.12.046

Reference yield:

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) → Linvanil (104899-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / 3 h

2: 81 percent / dimethylformamide; diethyl ether

With oxalyl dichloride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm00070a002

upstream raw materials:

Vanillylamin

cis,cis,cis-9,12,15-octadecatrienoyl chloride

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

Refernces

• 1、 Janusz, John M.,Buckwalter, Brian L.,Young, Patricia A.,LaHann, Thomas R.,Farmer, Ralph W.,et al.. "Vanilloids. 1. Analogs of Capsaicin with Antinociceptive and Antiinflammatory Activity". . p. 2595 - 2604. Retrieved 2007/10/02.