N-Hexadecanoyl-valine

Base Information

• Chemical Name: N-Hexadecanoyl-valine
• CAS No.: 45287-42-1
• Molecular Formula: C₂₁H₄₁NO₃
• Molecular Weight: 355.561
• DSSTox Substance ID: DTXSID70395056
• Nikkaji Number: J2.475.190B
• Mol file: 45287-42-1.mol

Synonyms:45287-42-1;2-(hexadecanoylamino)-3-methylbutanoic acid;N-HEXADECANOYL-VALINE;N-Hexadecanoylvaline;N-hexadecanoyl- Valine;2-(hexadecanoylamino)-3-methyl-butanoic Acid;3-methyl-2-(1-oxohexadecylamino)butanoic acid;SCHEMBL543200;DTXSID70395056;FT-0697561;FT-0698426;A826763

Chemical Property of N-Hexadecanoyl-valine

Chemical Property:

• Vapor Pressure: 4.53E-12mmHg at 25°C
• Melting Point: 100-103 °C
• Boiling Point: 516.8oC at 760 mmHg
• PKA: 3.63±0.10(Predicted)
• Flash Point: 266.3oC
• PSA: 66.40000
• Density: 0.944g/cm3
• LogP: 6.08400
• XLogP3: 7.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 17
• Exact Mass: 355.30864417
• Heavy Atom Count: 25
• Complexity: 342

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)NC(C(C)C)C(=O)O
• Uses: suzuki reaction

Technology Process of N-Hexadecanoyl-valine

There total 11 articles about N-Hexadecanoyl-valine 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: 96.0%

palmitic acid N-succinimide ester (14464-31-4) + L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) → (S)-N-hexadecanoylvaline (83871-20-9,132869-86-4,45287-42-1)

Guidance literature:

With triethylamine; In ethanol; water; at 60 - 80 ℃; for 20h;

DOI:10.1039/c5ra10209j

Reference yield: 93.0%

N-n-hexadecanoyl methyl (L)-valinate (214706-35-1) → (S)-N-hexadecanoylvaline (83871-20-9,132869-86-4,45287-42-1)

Guidance literature:

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

DOI:10.1016/j.tet.2007.05.028

Reference yield: 81.0%

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + 4-nitrophenyl palmitate (1492-30-4) → (S)-N-hexadecanoylvaline (83871-20-9,132869-86-4,45287-42-1)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 60 ℃; for 7h;

DOI:10.1007/BF00958844

upstream raw materials:

L-valine

4-nitrophenyl palmitate

N-n-hexadecanoyl methyl (L)-valinate

L-valine methylester hydrochloride

Downstream raw materials:

C₃₀H₅₀N₂O₄

Refernces

• 1、 An, Dong,Feng, Dexin. "Enzymic synthesis, physicochemical, and cell activity of glucosyl ester derivatives based on N-fatty acyl amino acid". . p. 653 - 662. Retrieved 2019/02/25.
• 2、 Mandal, Subhra Kanti,Kar, Tanmoy,Das, Dibyendu,Das, Prasanta Kumar. "The striking influence of SWNT-COOH on self-assembled gelation". supporting information; body text. p. 1814 - 1816. Retrieved 2012/03/09.