Palmitoyl Serinol

Base Information

• Chemical Name: Palmitoyl Serinol
• CAS No.: 126127-31-9
• Molecular Formula: C19H39NO3
• Molecular Weight: 329.524
• UNII: Z0RQQ7PY44
• DSSTox Substance ID: DTXSID80432042
• Nikkaji Number: J1.241.474I
• Wikidata: Q82246109
• Metabolomics Workbench ID: 42467
• Mol file: 126127-31-9.mol

Synonyms:N-palmitoylserinol

Chemical Property of Palmitoyl Serinol

Chemical Property:

• PSA: 69.56000
• LogP: 4.32800
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 17
• Exact Mass: 329.29299411
• Heavy Atom Count: 23
• Complexity: 255

Purity/Quality:

99.90% ^*data from raw suppliers

Palmitoyl Serinol ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)NC(CO)CO

Technology Process of Palmitoyl Serinol

There total 2 articles about Palmitoyl Serinol 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: 90.0%

serinol (534-03-2) + n-hexadecanoyl chloride (112-67-4) → N-(1,3-dihydroxypropan-2-yl)hexadecanamide (126127-31-9)

Guidance literature:

With triethylamine; In methanol; at -20 - 20 ℃; for 3h;

DOI:10.1021/ja206436x

Reference yield:

1-hexadecylcarboxylic acid (57-10-3) + serinol (534-03-2) → N-(1,3-dihydroxypropan-2-yl)hexadecanamide (126127-31-9)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; dichloromethane;

Reference yield: 10.0%

N-(1,3-dihydroxypropan-2-yl)hexadecanamide (126127-31-9) + 3,4,5-tris(2-(tert-butoxycarbonylamino)ethoxy)benzoic acid (1208000-64-9) → bis-O-[3,4,5-tris(2-N-boc-amino-1-ethoxy)benzoyl]-N-hexadecanoyl serinol

Guidance literature:

3,4,5-tris(2-(tert-butoxycarbonylamino)ethoxy)benzoic acid; With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 0.25h;

N-(1,3-dihydroxypropan-2-yl)hexadecanamide; In dichloromethane; N,N-dimethyl-formamide; at 30 ℃; for 24h;

DOI:10.3390/molecules23071513

upstream raw materials:

serinol

n-hexadecanoyl chloride

1-hexadecylcarboxylic acid

Refernces

• 1、 Jiménez, Aranza,García, Pablo,De La Puente, Sofia,Madrona, Andrés,Camarasa, María José,Pérez-Pérez, María-Jesús,Quintela, José-Carlos,García-del Portillo, Francisco,San-Félix, Ana. "A novel class of cationic and non-peptidic small molecules as hits for the development of antimicrobial agents". . . Retrieved 2018/07/10.
• 2、 -. "COMPOSITIONS AND METHODS FOR THE MODULATION OF SPECIFIC AMIDASES FOR N-ACYLETHANOLAMINES FOR USE IN THE THERAPY OF INFLAMMATORY DISEASES". Page/Page column 25-27. . Retrieved 2013/08/28.