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CAS 914399-98-7

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O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-L-serine

Description:
O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-L-serine, with the CAS number 914399-98-7, is a synthetic amino acid derivative commonly used in peptide synthesis and biochemistry. This compound features a serine backbone modified with a tert-butyl group (1,1-dimethylethyl) at the oxygen position, enhancing its hydrophobic characteristics. The presence of the fluorenylmethoxycarbonyl (Fmoc) group serves as a protective moiety for the amine, facilitating selective reactions during peptide assembly. The 2-methyl substitution on the serine side chain contributes to steric hindrance, which can influence the compound's reactivity and interaction with other molecules. This compound is typically utilized in research and development settings, particularly in the synthesis of peptides and proteins, where it aids in controlling the reactivity of amino acids. Its stability and solubility in organic solvents make it a valuable intermediate in organic synthesis and pharmaceutical applications.
Formula:C23H27NO5
InChI:InChI=1S/C23H27NO5/c1-22(2,3)29-14-23(4,20(25)26)24-21(27)28-13-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,19H,13-14H2,1-4H3,(H,24,27)(H,25,26)/t23-/m0/s1
InChI key:InChIKey=WRDFKKLMQLSBQN-QHCPKHFHSA-N
SMILES:C(OC(N[C@@](COC(C)(C)C)(C(O)=O)C)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2
Synonyms:
  • O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-L-serine
  • L-Serine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-
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