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CAS 324028-27-5

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boc-l-2,4,5-trifluorophenylalanine

Description:
Boc-L-2,4,5-trifluorophenylalanine is a modified amino acid that features a tert-butyloxycarbonyl (Boc) protecting group on the amino group of L-phenylalanine, which enhances its stability and solubility in organic solvents. The presence of trifluoromethyl groups at the 2, 4, and 5 positions of the phenyl ring significantly influences its electronic properties, making it a valuable building block in medicinal chemistry and peptide synthesis. This compound is typically used in the synthesis of peptides and proteins, particularly in the development of pharmaceuticals where fluorinated amino acids can impart unique biological properties. The trifluoromethyl groups can enhance lipophilicity and metabolic stability, potentially leading to improved drug-like characteristics. Additionally, Boc-L-2,4,5-trifluorophenylalanine is characterized by its crystalline solid form, and it is generally handled under standard laboratory conditions, with appropriate safety measures due to the presence of fluorine, which can pose specific health and environmental risks.
Formula:C14H16F3NO4
InChI:InChI=1S/C14H16F3NO4/c1-14(2,3)22-13(21)18-11(12(19)20)5-7-4-9(16)10(17)6-8(7)15/h4,6,11H,5H2,1-3H3,(H,18,21)(H,19,20)/t11-/m0/s1
InChI key:FTWHJNNFVISGNQ-NSHDSACASA-N
SMILES:CC(C)(C)OC(=O)N[C@@H](CC1=CC(=C(C=C1F)F)F)C(=O)O
Synonyms:
  • Boc-L-2,4,5-Trifluorophe
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