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CAS 86060-89-1

:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isoleucine 2,3,4,5,6-pentafluorophenyl ester

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isoleucine 2,3,4,5,6-pentafluorophenyl ester, commonly referred to as Fmoc-Ile-O-Pfp, is a chemical compound used primarily in peptide synthesis. It features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is widely utilized in solid-phase peptide synthesis due to its stability under basic conditions and ease of removal under acidic conditions. The presence of the isoleucine amino acid moiety contributes to its role in forming peptides with specific structural and functional properties. The pentafluorophenyl ester group enhances the reactivity of the carboxylic acid, facilitating coupling reactions with amines during peptide synthesis. This compound is characterized by its relatively high molecular weight and specific functional groups that influence its solubility and reactivity. Additionally, the fluorinated aromatic ring can impart unique electronic properties, making it useful in various applications, including drug development and materials science. Proper handling and storage conditions are essential due to its chemical reactivity and potential hazards associated with fluorinated compounds.
Formula:C27H22F5NO4
InChI:InChI=1S/C27H22F5NO4/c1-3-13(2)24(26(34)37-25-22(31)20(29)19(28)21(30)23(25)32)33-27(35)36-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,13,18,24H,3,12H2,1-2H3,(H,33,35)/t13-,24-/m0/s1
InChI key:InChIKey=FYZSBHSHLNJGPS-RZFZLAGVSA-N
SMILES:C(OC(N[C@H](C(OC1=C(F)C(F)=C(F)C(F)=C1F)=O)[C@H](CC)C)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • (2,3,4,5,6-pentafluorophenyl) (2S,3S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-pentanoate
  • <span class="text-smallcaps">L</span>-Isoleucine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,3,4,5,6-pentafluorophenyl ester
  • <span class="text-smallcaps">L</span>-Isoleucine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, pentafluorophenyl ester
  • Fmoc-Ile-OPfp
  • N-(Fluorenylmethoxycarbonyl)isoleucine pentafluorophenyl ester
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-isoleucine 2,3,4,5,6-pentafluorophenyl ester
  • N-alpha-(9-fluorenylmethyloxycarbonyl)-L-isoleucine pentafluorphenyl ester
  • Pentafluorophenyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-isoleucinate
  • Pentafluorophenyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isoleucinate
  • L-Isoleucine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, pentafluorophenyl ester
  • See more synonyms
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