(S)-2-Tetradecanamidopropanoic acid

Base Information

• Chemical Name: (S)-2-Tetradecanamidopropanoic acid
• CAS No.: 71448-29-8
• Molecular Formula: C17H33NO3
• Molecular Weight: 299.454
• DSSTox Substance ID: DTXSID90703538
• Nikkaji Number: J1.579.258B
• Mol file: 71448-29-8.mol

Synonyms:71448-29-8;(S)-2-Tetradecanamidopropanoic acid;(2S)-2-(tetradecanoylamino)propanoic acid;N-TETRADECANOYL-L-ALANINE;C17H33NO3;n-myristoyl alanine;n-myristoylalanine;L-Alanine,N-(1-oxotetradecyl)-;N-myristoyl-L-alanine;SCHEMBL342410;DTXSID90703538;XDOBXTLSTUFRRP-HNNXBMFYSA-N;(S)-2-Tetradecanamidopropanoicacid;BS-17399;(2S)-2-TETRADECANAMIDOPROPANOIC ACID;CS-0163236;D82378;A837182

Chemical Property of (S)-2-Tetradecanamidopropanoic acid

Chemical Property:

• Refractive Index: 1.466
• Boiling Point: 475.3 °C at 760 mmHg
• Flash Point: 241.2 °C
• Density: 0.965 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 299.24604391
• Heavy Atom Count: 21
• Complexity: 279

Purity/Quality:

98% ^*data from raw suppliers

N-TETRADECANOYL-ALANINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC(=O)NC(C)C(=O)O
• Isomeric SMILES: CCCCCCCCCCCCCC(=O)N[C@@H](C)C(=O)O
• Uses: suzuki reaction

Technology Process of (S)-2-Tetradecanamidopropanoic acid

There total 4 articles about (S)-2-Tetradecanamidopropanoic 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: 100.0%

N-n-tetradecanoyl methyl (L)-alaninate → N-n-tetradecanoyl (L)-alanine (71448-29-8,114414-86-7)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1039/c6tb02192a

Reference yield: 27.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + tetradecanoyl chloride (112-64-1) → N-n-tetradecanoyl (L)-alanine (71448-29-8,114414-86-7)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 5.25h;

Reference yield:

tetradecanoyl chloride (112-64-1) → N-n-tetradecanoyl (L)-alanine (71448-29-8,114414-86-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / KHCO₃; triethylamine / H₂O; CHCl₃ / 5 h / 0 °C

2: 95 percent / NaOH / methanol; tetrahydrofuran; H₂O / 2 h / 0 °C

With sodium hydroxide; potassium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; chloroform; water;

DOI:10.1016/j.tet.2007.05.028

upstream raw materials:

D-Alanine

myristyl chloride

L-alanin

tetradecanoyl chloride

Downstream raw materials:

Myristoyl-Ala-Met-Arg-Pro-Tyr-Asp-Ala-Asn-Lys-Arg-NH₂

Refernces

• 1、 Chen, Yilin,Gao, Bifen,Lin, Bizhou,Tan, Mingyue,Wang, Lvting,Xiao, Yingying,Zheng, Yun. "Integrating CuInSe2nanocrystals with polymeric carbon nitride nanorods for photocatalytic water splitting". supporting information. p. 7598 - 7604. Retrieved 2020/06/21.
• 2、 Pal, Asish,Ghosh, Yamuna K.,Bhattacharya, Santanu. "Molecular mechanism of physical gelation of hydrocarbons by fatty acid amides of natural amino acids". . p. 7334 - 7348. Retrieved 2008/02/04.