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Ethyl N-acetyl-L-tyrosinate

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Identification
Molecular formula
C13H17NO4
CAS number
NULL
IUPAC name
ethyl (2S)-2-acetamido-3-(4-hydroxyphenyl)propanoate
State
State

At room temperature, Ethyl N-acetyl-L-tyrosinate is in a solid state, specifically found as a crystalline powder.

Melting point (Celsius)
120.00
Melting point (Kelvin)
393.15
Boiling point (Celsius)
330.00
Boiling point (Kelvin)
603.15
General information
Molecular weight
237.25g/mol
Molar mass
237.2530g/mol
Density
1.2700g/cm3
Appearence

Ethyl N-acetyl-L-tyrosinate generally appears as a white to off-white crystalline powder. It is known for its relatively fine and uniform crystalline structure, giving it an appearance that can vary slightly depending on its purity and the conditions of crystallization.

Comment on solubility

Solubility of Ethyl (2S)-2-acetamido-3-(4-hydroxyphenyl)propanoate

Ethyl (2S)-2-acetamido-3-(4-hydroxyphenyl)propanoate, a compound with structural complexity, exhibits moderate solubility characteristics largely dictated by its functional groups.

Key Factors Influencing Solubility:

  • Polarity: The presence of polar functional groups, such as the acetamido and hydroxy groups, enhances solubility in polar solvents like water.
  • Hydrogen Bonding: The hydroxy group can engage in hydrogen bonding, further improving its solubility profile in aqueous solutions.
  • Hydrophobic Interactions: Conversely, the ethyl portion of the molecule introduces hydrophobic character, which may limit solubility in highly polar solvents.

In summary, this compound is expected to be soluble to a moderate extent in polar solvents while demonstrating reduced solubility in non-polar environments. Laboratory experimentation would provide more precise data on solubility under varying conditions, allowing researchers to fully understand its behavior in different applications.

Interesting facts

Interesting Facts about Ethyl (2S)-2-acetamido-3-(4-hydroxyphenyl)propanoate

Ethyl (2S)-2-acetamido-3-(4-hydroxyphenyl)propanoate, often referred to simply as a derivative of phenylalanine, is an intriguing compound that is frequently studied in the fields of organic chemistry and pharmaceuticals. Here are some notable points regarding this compound:

  • Amino Acid Derivative: This compound is a derivative of the amino acid phenylalanine, which is essential in human nutrition. Phenylalanine is a building block for proteins and plays a vital role in the synthesis of neurotransmitters such as dopamine, norepinephrine, and epinephrine.
  • Structural Features: The presence of both an acetamido group and a hydroxyphenyl group indicates its potential for biological activity. The –OH group often contributes to hydrogen bonding, which is crucial for interactions between molecules in biological systems.
  • Biological Significance: Compounds like this one are often researched for their medicinal properties, including their role in drug design and development. They can act as inhibitors or modulators of various biological pathways.
  • Synthesis Potential: The synthesis of such compounds can be quite fascinating, as it involves specific reactions such as acylation and esterification. Understanding these reactions can provide insight into synthetic strategies used in chemical manufacturing.
  • Research Applications: Ethyl (2S)-2-acetamido-3-(4-hydroxyphenyl)propanoate may serve as a template for the development of new drugs targeting various diseases, particularly those related to neurotransmission and metabolic disorders.

As a compound that bridges the realms of organic chemistry and biochemistry, ethyl (2S)-2-acetamido-3-(4-hydroxyphenyl)propanoate exemplifies the intricate relationships between molecular structure and function. It serves as a reminder of how small changes in chemical structure can have a profound impact on biological activity.

Synonyms
L-Tyrosine, N-acetyl-, ethyl ester
L-Tyrosine, N-acetyl-, ethyl ester, monohydrate
840-97-1
Ac-Tyr-OEt
Ethyl N-acetyl-L-tyrosinate
N-ACETYL-L-TYROSINE ETHYL ESTER
(S)-Ethyl 2-acetamido-3-(4-hydroxyphenyl)propanoate
ethyl (2S)-2-acetamido-3-(4-hydroxyphenyl)propanoate
Ethyl N-alpha-acetyl-tyrosinate
L-ATEE
Ethyl acetyl-l-tyrosinate
CHEBI:28828
MFCD00002389
NSC 64725
NSC 87506
Tyrosine, N-acetyl-, ethyl ester, L-
EINECS 212-663-5
N-Acetyl-L-Tyrosineethylestermonohydrate
N-acetyl tyrosine ethylester
n-acetyl tyrosine ethyl ester
SCHEMBL468756
CHEMBL3278820
DTXSID20877256
ALBB-028186
AKOS016844077
HY-W236261
AS-68931
FA110832
PD196905
A0118
CS-0298722
NS00042415
Ethyl N-acetyl-L-tyrosinate (Ac-L-Tyr-OEt)
C01657
D87592
EN300-302678
(S)-Ethyl2-acetamido-3-(4-hydroxyphenyl)propanoate
L-Tyrosine, N-acetyl-, ethyl ester, hydrate (1:1)
Q27103918