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CAS 252049-06-2

:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-threonine

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-threonine, commonly referred to as Fmoc-N-methyl-L-threonine, is a derivative of the amino acid threonine, modified with a fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound is characterized by its use in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), where the Fmoc group serves as a temporary protective group for the amino functionality. The presence of the methyl group on the nitrogen atom enhances the steric properties and can influence the overall conformation of the peptide. The fluorenylmethoxycarbonyl group is known for its stability under basic conditions and ease of removal under mild acidic conditions, making it a popular choice in synthetic chemistry. Additionally, the compound exhibits solubility in organic solvents, which is advantageous for various chemical reactions. Its structural features contribute to its utility in the synthesis of peptides with specific sequences and functionalities, facilitating the development of biologically active compounds in pharmaceutical research.
Formula:C20H21NO5
InChI:InChI=1S/C20H21NO5/c1-12(22)18(19(23)24)21(2)20(25)26-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17-18,22H,11H2,1-2H3,(H,23,24)/t12-,18+/m1/s1
InChI key:InChIKey=YBKRZKSVPNEMQK-XIKOKIGWSA-N
SMILES:C(OC(N([C@@H]([C@@H](C)O)C(O)=O)C)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2
Synonyms:
  • <span class="text-smallcaps">L</span>-Threonine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-
  • Fmoc-L-Methr-Oh
  • Fmoc-Methr-Oh
  • Fmoc-N-Me-Threonine
  • Fmoc-N-Methyl-L-Threonine
  • L-Threonine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-
  • N-Alpha-(9-Fluorenylmethoxycarbonyl)-N-Alpha-Methyl-L-Threonine
  • N-Alpha-(9-Fluorenylmethyloxycarbonyl)-N-Alpha-Methyl-L-Threonine
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-<span class="text-smallcaps">L</span>-threonine
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-threonine
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