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CAS 270063-52-0

:

Fmoc-(S)-3-amino-4-(3,4-dichloro-phenyl)-butyric acid

Description:
Fmoc-(S)-3-amino-4-(3,4-dichloro-phenyl)-butyric acid is a chemical compound commonly used in peptide synthesis and drug development. It features a phenyl group substituted with two chlorine atoms, which enhances its biological activity and lipophilicity. The Fmoc (9-fluorenylmethoxycarbonyl) group serves as a protective moiety for the amino group, allowing for selective reactions during peptide synthesis. The compound is characterized by its chiral center, which is crucial for its biological interactions, as the (S) configuration can influence the pharmacological properties. Its structure includes a butyric acid backbone, contributing to its role in modulating biological activity. The presence of the dichlorophenyl group can also affect the compound's solubility and stability. Overall, Fmoc-(S)-3-amino-4-(3,4-dichloro-phenyl)-butyric acid is significant in medicinal chemistry, particularly in the design of peptide-based therapeutics. Proper handling and storage are essential due to its potential reactivity and the need for maintaining its integrity during synthesis and application.
Formula:C25H21Cl2NO4
InChI:InChI=1/C25H21Cl2NO4/c26-22-10-9-15(12-23(22)27)11-16(13-24(29)30)28-25(31)32-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-10,12,16,21H,11,13-14H2,(H,28,31)(H,29,30)/t16-/m0/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@@H](Cc1ccc(c(c1)Cl)Cl)CC(=O)O)O
Synonyms:
  • (3S)-4-(3,4-dichlorophenyl)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
  • Fmoc-β-HoPhe(3,4-DiCl)-OH
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