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CAS 86060-98-2

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N(alpha)-fmoc-N(epsilon)-boc-L-lysine pentafluorophe.ester

Description:
N(alpha)-Fmoc-N(epsilon)-Boc-L-lysine pentafluorophenyl ester is a protected derivative of the amino acid lysine, commonly used in peptide synthesis. The "Fmoc" (9-fluorenylmethoxycarbonyl) and "Boc" (tert-butyloxycarbonyl) groups serve as protective groups that prevent unwanted reactions during synthesis, allowing for selective deprotection at specific stages. The pentafluorophenyl ester moiety enhances the reactivity of the carboxylic acid, facilitating the formation of peptide bonds. This compound is typically white to off-white in appearance and is soluble in organic solvents such as dichloromethane and dimethylformamide, but less soluble in water. Its stability under standard laboratory conditions makes it suitable for various synthetic applications. The presence of fluorine atoms in the pentafluorophenyl group can also influence the electronic properties of the molecule, potentially affecting its reactivity and interactions in biological systems. Overall, this compound is valuable in the field of organic chemistry and biochemistry for the synthesis of peptides and other complex molecules.
Formula:C32H31F5N2O6
InChI:InChI=1/C32H31F5N2O6/c1-32(2,3)45-30(41)38-15-9-8-14-22(29(40)44-28-26(36)24(34)23(33)25(35)27(28)37)39-31(42)43-16-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h4-7,10-13,21-22H,8-9,14-16H2,1-3H3,(H,38,41)(H,39,42)/t22-/m0/s1
SMILES:CC(C)(C)OC(=NCCCC[C@@H](C(=O)Oc1c(c(c(c(c1F)F)F)F)F)N=C(O)OCC1c2ccccc2c2ccccc12)O
Synonyms:
  • Fmoc-Lys(Boc)-OPfp
  • N-alpha-(9-fluorenylmethyloxycarbonyl)-N-epsilon-t-butyl-oxycarbonyl-L-lysine pentafluorphenyl ester
  • pentafluorophenyl N6-(tert-butoxycarbonyl)-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysinate
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