Ethyl N-carbobenzyloxy-L-phenylalaninate

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Identification

Molecular formula
C18H21NO4
CAS Number
.None known
IUPAC Name
ethyl (2S)-2-(benzyloxycarbonylamino)-3-phenyl-propanoate
Molecular Weight
313.35g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.1810g/cm3
Synonyms
28709-70-8
Interesting facts

Interesting Facts about Ethyl (2S)-2-(benzyloxycarbonylamino)-3-phenyl-propanoate

Ethyl (2S)-2-(benzyloxycarbonylamino)-3-phenyl-propanoate is an intriguing compound with significant relevance in both organic chemistry and pharmaceuticals. Here are some captivating aspects of this compound:

  • Structure and Functionality: This compound features a complex structure, which includes both a benzyloxycarbonyl group and a phenyl group. This unique arrangement can influence its reactivity and how it interacts with other molecules.
  • Synthetic Utility: It acts as an important intermediate in the synthesis of various bioactive compounds, especially in the manufacture of amino acids and peptides. The benzyloxycarbonyl (Z) protective group is particularly valuable in peptide synthesis due to its stability and ease of removal.
  • Pharmaceutical Applications: Compounds related to this structure are often investigated for their pharmaceutical properties. They can have potential therapeutic roles in treating various diseases.
  • Chirality and Isomerism: Being a chiral molecule, it has optical isomers which can exhibit different biological activities or metabolic fates. Understanding its chiral nature is essential for medicinal chemistry.
  • Safety and Handling: Despite its usefulness, as with many chemical compounds, appropriate safety measures must be taken while handling and working with this ester due to potential reactivity and toxicity concerns.

This compound exemplifies the fascinating interplay between structure and function in organic chemistry. It encourages ongoing research, highlighting the importance of nuanced chemical design in developing new therapeutics.

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