N-Lauroyl-L-glutamic acid

Base Information

• Chemical Name: N-Lauroyl-L-glutamic acid
• CAS No.: 3397-65-7
• Deprecated CAS: 36728-06-0,141052-52-0,179799-63-4,258525-04-1,179799-63-4,258525-04-1
• Molecular Formula: C17H31 N O5
• Molecular Weight: 329.437
• Hs Code.: 2924199090
• European Community (EC) Number: 222-261-1
• UNII: MT62245356
• DSSTox Substance ID: DTXSID7074820
• Nikkaji Number: J205.500G
• Mol file: 3397-65-7.mol

Synonyms:N-dodecanoyl-L-glutamic acid;N-dodecanoylglutamic acid;N-dodecanoylglutamic acid, (DL)-isomer, sodium salt;N-dodecanoylglutamic acid, (L)-isomer;N-dodecanoylglutamic acid, ammonium salt;N-dodecanoylglutamic acid, calcium salt (2:1);N-dodecanoylglutamic acid, disodium salt;N-dodecanoylglutamic acid, monolithium salt;N-dodecanoylglutamic acid, monopotassium salt;N-dodecanoylglutamic acid, monosodium salt;N-dodecanoylglutamic acid, potassium salt;N-dodecanoylglutamic acid, sodium salt;N-dodecanoylglutamic acid, sodium salt (2:3);N-lauroylglutamic acid;SDGlu;sodium N-dodecanoyl-L-glutamate;sodium N-lauroyl-L-glutamate

Chemical Property of N-Lauroyl-L-glutamic acid

Chemical Property:

• Vapor Pressure: 2.95E-13mmHg at 25°C
• Melting Point: 95-96 °C
• Boiling Point: 543.6°Cat760mmHg
• PKA: 3.46±0.10(Predicted)
• Flash Point: 282.6°C
• PSA: 103.70000
• Density: 1.081g/cm³
• LogP: 3.73240
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Aqueous Base (Slightly), Chloroform (Slightly)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 15
• Exact Mass: 329.22022309
• Heavy Atom Count: 23
• Complexity: 357

Purity/Quality:

99% ^*data from raw suppliers

N-Lauroyl-L-glutamicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)NC(CCC(=O)O)C(=O)O
• Isomeric SMILES: CCCCCCCCCCCC(=O)N[C@@H](CCC(=O)O)C(=O)O
• Uses: N-Lauroyl-L-glutamic Acid is used in preparation method thereof and application in degrdation of formaldehyde.

Technology Process of N-Lauroyl-L-glutamic acid

There total 12 articles about N-Lauroyl-L-glutamic acid 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: 96.28%

lauric acid (143-07-7) + L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → N-dodecanoyl-L-glutamic acid (3397-65-7)

Guidance literature:

lauric acid; With dicyclohexyl-carbodiimide; for 0.5h; Milling;

L-glutamic acid; With sodium hydrogencarbonate; for 0.75h; Reagent/catalyst; Milling;

Reference yield: 96.0%

n-dodecanoyl chloride (112-16-3) → N-dodecanoyl-L-glutamic acid (3397-65-7)

Guidance literature:

Wang resin-bound Fmoc-L-glutamic acid; With piperidine; In N,N-dimethyl-formamide; at 20 ℃;

n-dodecanoyl chloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1016/j.tet.2004.09.046

Reference yield: 88.67%

methyl n-dodecanoate (111-82-0) + glutamic acid sodium salt (142-47-2,149-65-5,15383-53-6,16079-50-8,16177-21-2,16690-92-9,21932-17-2,26247-79-0,28223-73-6,30617-64-2,30811-79-1,32221-81-1,32342-59-9,56-86-0) → N-dodecanoyl-L-glutamic acid (3397-65-7)

Guidance literature:

With magnesium oxide; potassium oxide; at 20 - 40 ℃; for 3h; pH=10 - 13;

upstream raw materials:

n-dodecanoyl chloride

L-glutamic acid

N^α-lauryl-L-glutamic acid dibenzyl ester

lauric acid

Downstream raw materials:

N-lauroyl-L-glutamic acid N,N'-(dibutylamide)

lauric acid

L-glutamic acid

Refernces

• 1、 -. "Preparation method and application of amido carboxylic acid compound". Paragraph 0061-0068. . Retrieved 2019/06/05.
• 2、 -. "Using the ionic liquid amino or N-acylated peptide dialkylsulfosuccinic N of manufacturing method". Paragraph 0024; 0026; 0028; 0029. . Retrieved 2018/10/24.