N-[(4-hydroxy-3-methoxyphenyl)methyl]octanamide

Base Information

• Chemical Name: N-[(4-hydroxy-3-methoxyphenyl)methyl]octanamide
• CAS No.: 58493-47-3
• Molecular Formula: C16H25 N O3
• Molecular Weight: 279.379
• UNII: CW938J9KNR
• Nikkaji Number: J64.735G
• Wikidata: Q105137301
• Metabolomics Workbench ID: 47305
• ChEMBL ID: CHEMBL86443
• Mol file: 58493-47-3.mol

Synonyms:N-VANILLYLOCTANAMIDE;58493-47-3;N-[(4-hydroxy-3-methoxyphenyl)methyl]octanamide;caprylic acid vanillylamide;CW938J9KNR;N-((4-Hydroxy-3-methoxyphenyl)methyl)octanamide;Octanamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-;Octanamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-;N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide (N-Vanillyloctanamide);N-Vanillyl-Octanamide;UNII-CW938J9KNR;CHEMBL86443;SCHEMBL1155739;CHEBI:173991;NSC818740;NSC-818740;n-(4-hydroxy-3-methoxybenzyl)octanamide;3-13-00-02190 (Beilstein Handbook Reference);EN300-18428278;N-((4-Hydroxy-3-methoxyphenyl)methyl)-Octanamide;N-[(4-hydroxy-3-methoxyphenyl)-methyl]-octaylamide;N-[(4-Hydroxy-3-methoxyphenyl)methyl]octanamide, 9CI;Z373586942

Chemical Property of N-[(4-hydroxy-3-methoxyphenyl)methyl]octanamide

Chemical Property:

• Vapor Pressure: 1.12E-07mmHg at 25°C
• Melting Point: 44.5-45.5 °C
• Boiling Point: 420.8°Cat760mmHg
• PKA: 9.76±0.20(Predicted)
• Flash Point: 208.3°C
• PSA: 62.05000
• Density: 1.043g/cm³
• LogP: 4.06590
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 279.18344366
• Heavy Atom Count: 20
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

N-VANILLYL OCTANAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC

Technology Process of N-[(4-hydroxy-3-methoxyphenyl)methyl]octanamide

There total 6 articles about N-[(4-hydroxy-3-methoxyphenyl)methyl]octanamide 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: 96.0%

→ Caprylic acid vanillylamide (58493-47-3)

Guidance literature:

With indium(III) chloride; oxygen; ferric nitrate; at 30 ℃; for 0.5h; Schlenk technique;

Reference yield: 94.1%

vanillylamine hydrochloride (7149-10-2) + n-octanoic acid chloride (111-64-8) → Caprylic acid vanillylamide (58493-47-3)

Guidance literature:

vanillylamine hydrochloride; With sodium hydrogencarbonate; In water; at 20 ℃; for 0.5h;

n-octanoic acid chloride; In chloroform; water; at 20 ℃; for 0.5h;

DOI:10.1016/j.tet.2009.04.046

Reference yield: 61.0%

Vanillylamin (1196-92-5) + n-octanoic acid chloride (111-64-8) → Caprylic acid vanillylamide (58493-47-3)

Guidance literature:

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

DOI:10.1021/jm00070a002

upstream raw materials:

Vanillylamin

n-octanoic acid chloride

methyl octanate

vanillylamine hydrochloride

Refernces

• 1、 Barbero, Gerardo F.,Molinillo, Jose M. G.,Varela, Rosa M.,Palma, Miguel,MacIas, Francisco A.,Barroso, Carmelo G.. "Application of hansch's model to capsaicinoids and capsinoids: A study using the quantitative structure-activity relationship. A novel method for the synthesis of capsinoids". experimental part. p. 3342 - 3349. Retrieved 2011/07/30.
• 2、 Koreishi, Mayuko,Zhang, Demin,Imanaka, Hiroyuki,Imamura, Koreyoshi,Adachi, Shuji,Matsuno, Ryuichi,Nakanishi, Kazuhiro. "A novel acylase from Streptomyces mobaraensis that efficiently catalyzes hydrolysis/synthesis of capsaicins as well as N-acyl-L-amino acids and N-acyl-peptides". . p. 72 - 78. Retrieved 2007/10/03.