N-Tetradecanoyl-L-phenylalanine

Basic Information

View in Editor

CAS Number

68792-49-4

Molecular Formula

C23H37NO3

Molecular Weight

375.55 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Boiling Point

559.9°Cat760mmHg

Density

1.012

Flash Point

292.4°C

Refractive Index

1.507

SMILES

View in Editor

CCCCCCCCCCCCCC(=O)NC(CC1=CC=CC=C1)C(=O)O

InChI

InChI=1S/C23H37NO3/c1-2-3-4-5-6-7-8-9-10-11-15-18-22(25)24-21(23(26)27)19-20-16-13-12-14-17-20/h12-14,16-17,21H,2-11,15,18-19H2,1H3,(H,24,25)(H,26,27)/t21-/m0/s1

InChIKey

GFNNQTYRJPFJGX-NRFANRHFSA-N

LogP

5.4996000000000045

Topological Polar Surface Area

66.4 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

391

Synonyms & References

English

myristoyl phenylalanine
SCHEMBL6730313
L-Phenylalanine, N-(1-oxotetradecyl)-
(2S)-3-phenyl-2-(tetradecanoylamino)propanoic acid
(S)-3-Phenyl-2-tetradecanoylamino-propionic acid
N-Tetradecanoyl-phenlyalanine
68792-49-4
N-Myristol-S-phenylalanine
DTXSID40218905
N-Myristol-L-phenylalanine
(2S)-3-Phenyl-2-(tetradecanoylamino)propanoic acid
N-TETRADECANOYL-PHENLYALANINE
L-Phenylalanine,N-(1-oxotetradecyl)

FAQ

What are the physical and chemical properties of N-Tetradecanoyl-L-phenylalanine (CAS: 68792-49-4)?

N-Tetradecanoyl-L-phenylalanine (CAS: 68792-49-4) is a white crystalline solid with a molecular weight of approximately 314.41 g/mol. It has low water solubility but is soluble in organic solvents. This compound exhibits moderate reactivity, particularly in esterification reactions. It crystallizes in the monoclinic system with a specific melting point of about 150°C. It is stable under normal conditions but should be protected from moisture and heat.

How is N-Tetradecanoyl-L-phenylalanine (CAS: 68792-49-4) typically synthesized?

N-Tetradecanoyl-L-phenylalanine (CAS: 68792-49-4) is typically synthesized via a solid-phase peptide synthesis (SPPS) method. The reaction involves the coupling of tetradecanoic acid with L-phenylalanine using standard peptide coupling reagents like Fmoc (fluorenylmethoxycarbonyl) chemistry. The process yields a high purity product with good selectivity and yield, typically above 90%, depending on the specific conditions.

What industries use N-Tetradecanoyl-L-phenylalanine (CAS: 68792-49-4)?

N-Tetradecanoyl-L-phenylalanine (CAS: 68792-49-4) is used in several industries, including pharmaceuticals for the development of peptides and drug delivery systems, and in polymer science for the modification of polymers with biocompatible functionalities. It also finds applications in the production of sensors and semiconductors, where its specific chemical and physical properties are beneficial.

What precautions should be taken when handling N-Tetradecanoyl-L-phenylalanine (CAS: 68792-49-4)?

When handling N-Tetradecanoyl-L-phenylalanine (CAS: 68792-49-4), it is important to use appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risk. Spills should be cleaned up immediately using appropriate absorbents and waste should be disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage instructions.