N-Stearoylglycine

Base Information

• Chemical Name: N-Stearoylglycine
• CAS No.: 6333-54-6
• Molecular Formula: C20H39 N O3
• Molecular Weight: 341.535
• NSC Number: 15863
• DSSTox Substance ID: DTXSID10935894
• Nikkaji Number: J1.634.601B
• Wikidata: Q82911995
• Metabolomics Workbench ID: 4563
• ChEMBL ID: CHEMBL390936
• Mol file: 6333-54-6.mol

Synonyms:glycine stearamide;glycine steatamide

Chemical Property of N-Stearoylglycine

Chemical Property:

• Vapor Pressure: 3.75E-13mmHg at 25°C
• Melting Point: 125-126 °C
• Boiling Point: 541.3oC at 760 mmHg
• PKA: 3.59±0.10(Predicted)
• Flash Point: 281.2oC
• PSA: 66.40000
• Density: 0.950±0.06 g/cm3(Predicted)
• LogP: 5.83960
• XLogP3: 7.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 18
• Exact Mass: 341.29299411
• Heavy Atom Count: 24
• Complexity: 305

Purity/Quality:

99.00% ^*data from raw suppliers

N-Stearoyl-glycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)NCC(=O)O
• Uses: N-Stearoyl-glycine is used in the study of bioactive N-acyl amides.

Technology Process of N-Stearoylglycine

There total 11 articles about N-Stearoylglycine 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: 96.6%

N-stearoylethanolamine (111-57-9,8038-89-9) → N-stearoylglycine (6333-54-6)

Guidance literature:

With 1,3-DIOXOLANE; potassium hypochlorite; TEMPOL; potassium bromide; sodium hydroxide; In water; for 1h; Industrial scale; Green chemistry;

Reference yield: 51.0%

glycine (56-40-6,18875-39-3,25718-94-9) + Stearoyl chloride (112-76-5) → N-stearoylglycine (6333-54-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 6h; Inert atmosphere;

DOI:10.1021/la502092g

Reference yield:

2-(palmitoylamino)ethanol (544-31-0) + N-stearoylethanolamine (111-57-9,8038-89-9) + N-(2-hydroxyethyl)dodecanamide (142-78-9) + myristic monoethanolamide (142-58-5) + N‐(2‐hydroxyethyl)octanamide (7112-02-9) + decanoic acid monoethanolamide (7726-08-1) → N-dodecanoylglycine (7596-88-5) + N-myristoylglycine (14246-55-0) + N-palmitoyl glycine (2441-41-0) + N-stearoylglycine (6333-54-6) + N-n-decanoylglycine (14305-32-9) + N-(1-oxooctyl)glycine (14246-53-8)

Guidance literature:

2-(palmitoylamino)ethanol; N-stearoylethanolamine; N-(2-hydroxyethyl)dodecanamide; myristic monoethanolamide; N‐(2‐hydroxyethyl)octanamide; decanoic acid monoethanolamide; With sodium hydroxide; sodium hypochlorite; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; potassium bromide; In water; toluene; at 31 - 38 ℃; for 5 - 6h; pH=6.9 - 8.9;

With hydrogenchloride; In tetrahydrofuran; water; toluene; pH=2.2; Product distribution / selectivity;

upstream raw materials:

N-stearoylglycine methyl ester

stearic acid

glycine

Stearoyl chloride

Refernces

• 1、 -. "Method for synthesizing fatty acyl glycocoll". Paragraph 0029; 0030. . Retrieved 2017/01/02.
• 2、 Matyszewska, Dorota,Sek, Slawomir,Jablonowska, Elzbieta,Palys, Barbara,Pawlowski, Jan,Bilewicz, Renata,Konrad, Fabian,Osornio, Yazmin M.,Landau, Ehud M.. "Dependence of interfacial film organization on lipid molecular structure". . p. 11329 - 11339. Retrieved 2015/01/09.