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CAS 511272-51-8

:

(3R)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(3-fluorophenyl)propanoic acid

Description:
The chemical substance known as (3R)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(3-fluorophenyl)propanoic acid, with the CAS number 511272-51-8, is a synthetic amino acid derivative characterized by its complex structure, which includes a fluorophenyl group and a fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound is typically used in peptide synthesis and drug development due to its ability to serve as a building block for more complex molecules. The presence of the Fmoc group allows for selective protection of the amino group during synthesis, facilitating the formation of peptide bonds. Additionally, the fluorine atom in the phenyl ring can enhance the compound's biological activity and lipophilicity, potentially influencing its pharmacokinetic properties. The stereochemistry at the chiral center (3R) is crucial for its biological activity, as the configuration can significantly affect the interaction with biological targets. Overall, this compound exemplifies the intricate design often employed in medicinal chemistry to optimize the properties of therapeutic agents.
Formula:C24H20FNO4
InChI:InChI=1/C24H20FNO4/c25-16-7-5-6-15(12-16)22(13-23(27)28)26-24(29)30-14-21-19-10-3-1-8-17(19)18-9-2-4-11-20(18)21/h1-12,21-22H,13-14H2,(H,26,29)(H,27,28)/t22-/m1/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@H](CC(=O)O)c1cccc(c1)F)O
Synonyms:
  • benzenepropanoic acid, beta-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-3-fluoro-, (betaR)-
  • Fmoc-(R)-3-Amino-3-(3-fluorophenyl)-propionic acid
  • Fmoc-(R)-3-Amino-3-(3-Fluoro-Phenyl)-Propionic Acid
  • (3R)-3-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-3-(3-fluorophenyl)propanoic acid
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