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CAS 105751-19-7

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Fmoc-D-Pipecolic acid

Description:
Fmoc-D-Pipecolic acid is a chemical compound commonly used in peptide synthesis and drug development. It features a pipecolic acid backbone, which is a cyclic amino acid, and is protected by a 9-fluorenylmethoxycarbonyl (Fmoc) group, a widely used protecting group in organic synthesis. The Fmoc group allows for selective deprotection under mild basic conditions, facilitating the stepwise assembly of peptides. This compound is characterized by its ability to participate in amide bond formation, making it valuable in the construction of peptide chains. Additionally, Fmoc-D-Pipecolic acid exhibits chirality due to the presence of the D-enantiomer, which can influence the biological activity and interaction of the resulting peptides. Its solubility in organic solvents and stability under various reaction conditions further enhance its utility in synthetic chemistry. Overall, Fmoc-D-Pipecolic acid serves as an important building block in the field of medicinal chemistry and peptide research.
Formula:C21H21NO4
InChI:InChI=1/C21H21NO4/c23-20(24)19-11-5-6-12-22(19)21(25)26-13-18-16-9-3-1-7-14(16)15-8-2-4-10-17(15)18/h1-4,7-10,18-19H,5-6,11-13H2,(H,23,24)/t19-/m1/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=O)N1CCCC[C@@H]1C(=O)O
Synonyms:
  • Fmoc-D-Homopro-OH
  • Fmoc-D-Pip-OH
  • (2R)-1-[(9H-Fluoren-9-ylmethoxy)carbonyl]hexahydropyridine-2-carboxylic acid
  • (2R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]piperidine-2-carboxylic acid
  • 1-[(9H-fluoren-9-ylmethoxy)carbonyl]piperidine-2-carboxylic acid
  • (2S)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]piperidine-2-carboxylic acid
  • N-alpha-(9-fluorenylmethoxycarbonyl)-D-homoproline
  • N-alpha-(9-fluorenylmethoxycarbonyl)-D-Pipecolic acid
  • N-alpha-Fmoc-D-Pipecolic acid
  • N-Fmoc-(R)-pipecolinic acid
  • See more synonyms
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