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CAS 885274-47-5

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1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-piperidinebutanoic acid

Description:
1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-piperidinebutanoic acid, commonly referred to as Fmoc-4-piperidinebutanoic acid, is a chemical compound used primarily in peptide synthesis and drug development. It features a piperidine ring, which contributes to its basicity and potential for forming hydrogen bonds, enhancing its reactivity in various chemical reactions. The Fmoc (fluorenylmethyloxycarbonyl) group serves as a protective group for amino acids, allowing for selective reactions during peptide synthesis. This compound is typically solid at room temperature and is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and dichloromethane, but may have limited solubility in water. Its structure includes a carboxylic acid functional group, which imparts acidic properties, and the presence of the fluorenyl moiety provides stability and steric hindrance, influencing its reactivity and interactions. Overall, this compound is valuable in the field of organic chemistry, particularly in the synthesis of complex peptides and pharmaceuticals.
Formula:C24H27NO4
InChI:InChI=1S/C24H27NO4/c26-23(27)11-5-6-17-12-14-25(15-13-17)24(28)29-16-22-20-9-3-1-7-18(20)19-8-2-4-10-21(19)22/h1-4,7-10,17,22H,5-6,11-16H2,(H,26,27)
InChI key:InChIKey=YYRZYEJDKCYTOM-UHFFFAOYSA-N
SMILES:C(OC(=O)N1CCC(CCCC(O)=O)CC1)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • 1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-4-piperidinebutanoic acid
  • 4-Piperidinebutanoic acid, 1-[(9H-fluoren-9-ylmethoxy)carbonyl]-
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