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CAS 86060-93-7

:

fmoc-O-tert-butyl-L-tyrosine penta-fluorophenyl ester

Description:
Fmoc-O-tert-butyl-L-tyrosine penta-fluorophenyl ester is a chemical compound commonly used in peptide synthesis and organic chemistry. It features a phenylalanine derivative with a 9-fluorenylmethoxycarbonyl (Fmoc) protecting group, which is crucial for the selective protection of amino groups during peptide assembly. The tert-butyl group provides steric hindrance, enhancing the stability of the compound and facilitating the protection of the hydroxyl group of the tyrosine residue. The presence of five fluorine atoms in the penta-fluorophenyl ester moiety increases the lipophilicity and alters the electronic properties of the compound, making it useful in various synthetic applications. This compound is typically utilized in solid-phase peptide synthesis, where it aids in the formation of peptide bonds while preventing unwanted side reactions. Its stability under standard reaction conditions and compatibility with various coupling reagents make it a valuable tool in the synthesis of complex peptides and proteins. As with many chemical substances, proper handling and safety precautions are essential due to potential hazards associated with its use.
Formula:C34H28F5NO5
InChI:InChI=1/C34H28F5NO5/c1-34(2,3)45-19-14-12-18(13-15-19)16-25(32(41)44-31-29(38)27(36)26(35)28(37)30(31)39)40-33(42)43-17-24-22-10-6-4-8-20(22)21-9-5-7-11-23(21)24/h4-15,24-25H,16-17H2,1-3H3,(H,40,42)/t25-/m0/s1
SMILES:CC(C)(C)Oc1ccc(cc1)C[C@@H](C(=O)Oc1c(c(c(c(c1F)F)F)F)F)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • L-Tyrosine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,3,4,5,6-pentafluorophenyl ester
  • Pentafluorophenyl O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tyrosinate
  • N-9-Fluorenylmethoxycarbonyl-O-Tert-Butyltyrosine Pentafluorophenyl Ester
  • Fmoc-Tyr(OBut)-OPfp
  • Fmoc-O-tert-butyl-L-tyrosine pentafluorophenyl ester
  • Fmoc-Tyr(But)-O-Pfp
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