N-(1-Oxododecyl)-L-phenylalanine

Base Information

• Chemical Name: N-(1-Oxododecyl)-L-phenylalanine
• CAS No.: 14379-64-7
• Molecular Formula: C21H33NO3
• Molecular Weight: 347.498
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID50932105
• Nikkaji Number: J449.117C
• Wikidata: Q72470332
• ChEMBL ID: CHEMBL4225794
• Mol file: 14379-64-7.mol

Synonyms:N-(1-Oxododecyl)-L-phenylalanine;14379-64-7;L-Phenylalanine, N-(1-oxododecyl)-;(2S)-2-(dodecanoylamino)-3-phenylpropanoic acid;n-dodecanoylphenylalanine;n-lauroyl-l-phenylalanine;(2S)-2-(dodecanoylamino)-3-phenyl-propanoic Acid;SCHEMBL4246894;CHEMBL4225794;DTXSID50932105;N-(1-Hydroxydodecylidene)phenylalanine;5-Bromo-4-chloro-2-hydroxy-benzoicacid;A808110

Chemical Property of N-(1-Oxododecyl)-L-phenylalanine

Chemical Property:

• PSA: 66.40000
• LogP: 5.11030
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 347.24604391
• Heavy Atom Count: 25
• Complexity: 364

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)NC(CC1=CC=CC=C1)C(=O)O
• Isomeric SMILES: CCCCCCCCCCCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O
• Use Description: N-Dodecanoyl-L-phenylalanine, also known as Dodecyl-L-phenylalanine, has various applications in different fields. In the pharmaceutical and cosmetic industries, it is used as an emulsifier and surfactant due to its ability to stabilize emulsions and improve the texture of creams and lotions. In the field of biotechnology, it is utilized in protein purification processes, particularly in chromatography, where it can aid in separating and isolating specific proteins. Additionally, in the food industry, it may serve as a flavor enhancer or stabilizer in certain products. Its multifunctional properties make N-Dodecanoyl-L-phenylalanine a versatile compound with applications ranging from skincare products to biotechnology processes and food production, contributing to the formulation and development of a wide range of consumer goods and scientific advancements.

Technology Process of N-(1-Oxododecyl)-L-phenylalanine

There total 16 articles about N-(1-Oxododecyl)-L-phenylalanine 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: 99.0%

n-dodecanoyl chloride (112-16-3) → N-dodecanoyl-L-phenylalanine (14379-64-7)

Guidance literature:

Wang resin-bound Fmoc-L-phenylalanine; 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: 98.0%

N-n-dodecanoyl methyl (L)-phenylalaninate (122889-27-4) → N-dodecanoyl-L-phenylalanine (14379-64-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water; at 0 ℃; for 2h;

DOI:10.1016/j.tet.2007.05.028

Reference yield: 98.0%

→ N-dodecanoyl-L-phenylalanine (14379-64-7)

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃; for 17h;

With triethylamine; In tetrahydrofuran; water; at 20 ℃; for 20h;

upstream raw materials:

p-nitrophenyl N-dodecanoyl-D-phenylalaninate

p-nitrophenyl N-dodecanoyl-L-phenylalanine

p-nitrophenyl n-dodecanoyl-D(L)-phenylalaninate

n-dodecanoyl chloride

Downstream raw materials:

N-lauroyl-L-phenylalanyl-L-histidine methyl ester

Refernces

• 1、 Poznik,K?nig. "Enantioselective ester hydrolysis by an achiral catalyst co-embedded with chiral amphiphiles into a vesicle membrane". . p. 44456 - 44458. Retrieved 2016.
• 2、 -. "CHEMICAL UNCOUPLERS OF RESPIRATION AND METHODS OF USE THEREOF". Paragraph 0246; 0249; 0262. . Retrieved 2020/11/27.
• 3、 -. "COMPOSITIONS IN THE FORM OF AN INJECTABLE AQUEOUS SOLUTION COMPRISING AMYLIN, AN AMYLIN RECEPTOR AGONIST OR AN AMYLIN ANALOG, AND A CO-POLYAMINO ACID". Paragraph 0543-0546; 0623-0626. . Retrieved 2018/07/31.