N-oleoylglycine

Base Information

• Chemical Name: N-oleoylglycine
• CAS No.: 2601-90-3
• Molecular Formula: C20H37 N O3
• Molecular Weight: 339.519
• Hs Code.: 2924199090
• European Community (EC) Number: 220-009-5
• DSSTox Substance ID: DTXSID201317121
• Nikkaji Number: J192.110J
• Wikidata: Q27144069
• Pharos Ligand ID: ND5GA7K8MGV6
• Metabolomics Workbench ID: 4568
• ChEMBL ID: CHEMBL226118
• Mol file: 2601-90-3.mol

Synonyms:N-oleoylglycine

Chemical Property of N-oleoylglycine

Chemical Property:

• Vapor Pressure: 1.87E-12mmHg at 25°C
• Melting Point: 77-78 °C
• Boiling Point: 525.6°Cat760mmHg
• PKA: 3.59±0.10(Predicted)
• Flash Point: 271.7°C
• PSA: 66.40000
• Density: 0.962g/cm³
• LogP: 5.61560
• Storage Temp.: −20°C
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 17
• Exact Mass: 339.27734404
• Heavy Atom Count: 24
• Complexity: 340

Purity/Quality:

97% ^*data from raw suppliers

N-Oleoylglycine ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)NCC(=O)O
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)NCC(=O)O
• Description: N-Oleoyl glycine is a putative substrate for peptidyl glycine α-amidating enzyme in the biosynthesis of oleoyl amide.

Technology Process of N-oleoylglycine

There total 7 articles about N-oleoylglycine 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: 98.4%

N-oleoylethanolamine (7545-20-2,111-58-0) → N-[(9Z)-1-oxo-9-octadecenyl]glycine (2601-90-3)

Guidance literature:

With sodium hypochlorite; 4-methoxy-2,2,6,6-tetramethylpiperidin-1-oxyl radical; sodium chloride; sodium hydroxide; In cyclohexane; for 2h; Industrial scale; Green chemistry;

Reference yield: 87.0%

(Z)-9-octadecenoyl chloride (112-77-6) + glycine (56-40-6,18875-39-3,25718-94-9) → N-[(9Z)-1-oxo-9-octadecenyl]glycine (2601-90-3)

Guidance literature:

(Z)-9-octadecenoyl chloride; glycine; With sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 12h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; pH=2; Inert atmosphere;

DOI:10.1021/jo301659c

Reference yield: 59.0%

→ N-[(9Z)-1-oxo-9-octadecenyl]glycine (2601-90-3)

Guidance literature:

upstream raw materials:

(Z)-9-octadecenoyl chloride

glycine

cis-Octadecenoic acid

sodium glycinate

Downstream raw materials:

4-[(E)-phenyldiazenyl]phenyl (oleoylamino)acetate