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CAS 131545-63-6

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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(phenylmethyl)-D-threonine

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(phenylmethyl)-D-threonine, commonly referred to as Fmoc-D-Thr(Ph-CH2)-OH, is a synthetic amino acid derivative primarily used in peptide synthesis. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is widely utilized in solid-phase peptide synthesis due to its stability under basic conditions and ease of removal under acidic conditions. The presence of the phenylmethyl (benzyl) group enhances the hydrophobic character of the molecule, influencing its solubility and interaction with other amino acids during synthesis. D-threonine, the amino acid component, contributes to the stereochemical diversity of peptides, as it is one of the naturally occurring amino acids. The compound's structure allows for specific reactivity in coupling reactions, making it valuable in the development of peptide-based therapeutics and research applications. Its CAS number, 131545-63-6, facilitates its identification in chemical databases and literature. Overall, this compound exemplifies the intricate design of amino acid derivatives for advanced biochemical applications.
Formula:C26H25NO5
InChI:InChI=1S/C26H25NO5/c1-17(31-15-18-9-3-2-4-10-18)24(25(28)29)27-26(30)32-16-23-21-13-7-5-11-19(21)20-12-6-8-14-22(20)23/h2-14,17,23-24H,15-16H2,1H3,(H,27,30)(H,28,29)/t17-,24+/m0/s1
InChI key:InChIKey=UCDMMWCWPVCHLL-BXKMTCNYSA-N
SMILES:C(OC(N[C@H]([C@@H](OCC1=CC=CC=C1)C)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • Fmoc-D-Thr(Bn)-OH
  • D-Threonine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-(phenylmethyl)-
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(phenylmethyl)-D-threonine
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