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CAS 132388-64-8

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Fmoc-Asn(Trt)-OPfp

Description:
Fmoc-Asn(Trt)-OPfp is a chemical compound commonly used in peptide synthesis, particularly in the context of solid-phase peptide synthesis (SPPS). The "Fmoc" (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amino group of asparagine (Asn), allowing for selective reactions during synthesis. The "Trt" (trityl) group is another protective group that shields the side chain of asparagine, providing stability and preventing unwanted reactions. The "OPfp" (pentafluorophenyl) moiety indicates that the compound is an active ester, which enhances the reactivity of the carboxylic acid during coupling reactions. This compound is characterized by its stability under standard synthesis conditions, ease of handling, and compatibility with various coupling reagents. Its structure allows for the efficient formation of peptide bonds while minimizing side reactions, making it a valuable intermediate in the synthesis of peptides and proteins. Overall, Fmoc-Asn(Trt)-OPfp is an important tool in the field of organic and medicinal chemistry for the development of peptide-based therapeutics.
Formula:C44H31F5N2O5
InChI:InChI=1/C44H31F5N2O5/c45-36-37(46)39(48)41(40(49)38(36)47)56-42(52)35(51-43(53)55-24-34-32-22-12-10-20-30(32)31-21-11-13-23-33(31)34)25-54-26-50-44(27-14-4-1-5-15-27,28-16-6-2-7-17-28)29-18-8-3-9-19-29/h1-23,26,34-35H,24-25H2,(H,51,53)/t35-/m0/s1
SMILES:c1ccc(cc1)C(c1ccccc1)(c1ccccc1)N=COC[C@@H](C(=O)Oc1c(c(c(c(c1F)F)F)F)F)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • N-alpha-(9-fluorenylmethyloxycarbonyl)-N-beta-trityl-L-asparagine pentafluorphenyl ester
  • Aspartic acid,(2,3,4,5,6-pentafluorophenyl) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(trityliminomethoxy)propanoate
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