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CAS 117322-30-2

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1-(fmoc-amino)cyclopentanecarboxylic acid

Description:
1-(Fmoc-amino)cyclopentanecarboxylic acid is a chemical compound characterized by the presence of a cyclopentane ring substituted with a carboxylic acid group and an Fmoc (9-fluorenylmethoxycarbonyl) protecting group on the amino functionality. This compound is often utilized in peptide synthesis as a building block due to its ability to protect the amino group during coupling reactions while allowing for subsequent deprotection. The Fmoc group is particularly favored for its stability under basic conditions and ease of removal under mild acidic conditions. The cyclopentanecarboxylic acid moiety contributes to the compound's unique steric and electronic properties, which can influence the conformation and reactivity of peptides. Additionally, the compound's solubility and stability in various solvents make it suitable for a range of synthetic applications in organic and medicinal chemistry. Overall, 1-(Fmoc-amino)cyclopentanecarboxylic acid serves as a valuable intermediate in the synthesis of complex peptides and other bioactive molecules.
Formula:C21H20NO4
InChI:InChI=1/C21H21NO4/c23-19(24)21(11-5-6-12-21)22-20(25)26-13-18-16-9-3-1-7-14(16)15-8-2-4-10-17(15)18/h1-4,7-10,18H,5-6,11-13H2,(H,22,25)(H,23,24)/p-1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=NC1(CCCC1)C(=O)[O-])O
Synonyms:
  • 1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}cyclopentanecarboxylic acid
  • 1-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}cyclopentanecarboxylate
  • Fmoc-Cycloleucine
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