N-linoleoylglycine

Base Information

• Chemical Name: N-linoleoylglycine
• CAS No.: 2764-03-6
• Molecular Formula: C₂₀H₃₅NO₃
• Molecular Weight: 337.503
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID501334847
• Nikkaji Number: J784.076D
• Wikidata: Q76325207
• Metabolomics Workbench ID: 78567
• ChEMBL ID: CHEMBL225745
• Mol file: 2764-03-6.mol

Synonyms:glycine linoleamide

Chemical Property of N-linoleoylglycine

Chemical Property:

• Vapor Pressure: 1.11E-12mmHg at 25°C
• Melting Point: 0.150 °C (approx)
• Boiling Point: 530.7°Cat760mmHg
• PKA: 3.59±0.10(Predicted)
• Flash Point: 274.8°C
• PSA: 66.40000
• Density: 0.974g/cm³
• LogP: 5.39160
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 16
• Exact Mass: 337.26169398
• Heavy Atom Count: 24
• Complexity: 375

Purity/Quality:

99.0% ^*data from raw suppliers

Linoleoyl Glycine ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCC=CCCCCCCCC(=O)NCC(=O)O
• Isomeric SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)NCC(=O)O

Technology Process of N-linoleoylglycine

There total 4 articles about N-linoleoylglycine 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: 52.14%

glycine (56-40-6,18875-39-3,25718-94-9) + N-succinimidyl cis,cis-9,12-octadecadienoate (69888-88-6) → N-linoleoyl-glycine (2764-03-6)

Guidance literature:

With triethylamine; In ethanol; at 25 ℃; for 72h; Darkness;

Reference yield:

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) + glycine (56-40-6,18875-39-3,25718-94-9) → N-linoleoyl-glycine (2764-03-6)

Guidance literature:

linoleic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In ethyl acetate; at 20 ℃; for 1h;

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

DOI:10.1016/j.bmc.2010.12.046

Reference yield:

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) → N-linoleoyl-glycine (2764-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide / ethyl acetate / 48 h / 20 - 25 °C / Darkness

2: triethylamine / ethanol / 72 h / 25 °C / Darkness

With triethylamine; dicyclohexyl-carbodiimide; In ethanol; ethyl acetate;

upstream raw materials:

linoleic acid

glycine

N-succinimidyl cis,cis-9,12-octadecadienoate

Refernces

• 1、 -. "Improvements in or Relating to Organic Compounds". . . Retrieved 2016/08/17.