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CAS 270596-40-2

:

Fmoc-(S)-3-amino-4-(3-chloro-phenyl)-butyric acid

Description:
Fmoc-(S)-3-amino-4-(3-chloro-phenyl)-butyric acid is a chemical compound commonly used in peptide synthesis and drug development. It features a fluorene-9-methoxycarbonyl (Fmoc) protecting group, which is widely utilized in solid-phase peptide synthesis due to its stability under basic conditions and ease of removal under mild acidic conditions. The compound contains an amino acid structure with a chiral center, specifically the (S)-enantiomer, which is crucial for biological activity and specificity in pharmacological applications. The presence of a 3-chloro-phenyl group enhances its lipophilicity and may influence its interaction with biological targets. This compound is typically characterized by its molecular weight, solubility in organic solvents, and stability under various conditions. Its synthesis and application are of interest in medicinal chemistry, particularly in the development of peptide-based therapeutics. As with many amino acid derivatives, it is essential to handle this compound with care, following appropriate safety protocols due to potential toxicity associated with its chlorinated aromatic component.
Formula:C25H22ClNO4
InChI:InChI=1/C25H22ClNO4/c26-17-7-5-6-16(12-17)13-18(14-24(28)29)27-25(30)31-15-23-21-10-3-1-8-19(21)20-9-2-4-11-22(20)23/h1-12,18,23H,13-15H2,(H,27,30)(H,28,29)/t18-/m0/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@@H](Cc1cccc(c1)Cl)CC(=O)O)O
Synonyms:
  • (3S)-4-(3-chlorophenyl)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
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