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Atomfair N-Boc-3-iodo-DL-alanine benzyl ester C15H20INO4

Description N-Boc-3-iodo-DL-alanine benzyl ester (CAS No. 125942-79-2) is a high-purity, synthetic organic compound with the molecular formula C15H20INO4. This protected amino acid derivative features a benzyl ester group and a Boc ( tert -butoxycarbonyl) protecting group, making it an essential intermediate in peptide synthesis and medicinal chemistry applications. The iodine substituent at the 3-position offers versatility for further functionalization via cross-coupling reactions or nucleophilic substitutions. With an IUPAC name of benzyl 3-iodo-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate , this compound is supplied as a white to off-white crystalline powder, typically >95% pure by HPLC. It is stored under inert conditions to ensure stability and is…

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Description

Description

N-Boc-3-iodo-DL-alanine benzyl ester (CAS No. 125942-79-2) is a high-purity, synthetic organic compound with the molecular formula C15H20INO4. This protected amino acid derivative features a benzyl ester group and a Boc (tert-butoxycarbonyl) protecting group, making it an essential intermediate in peptide synthesis and medicinal chemistry applications. The iodine substituent at the 3-position offers versatility for further functionalization via cross-coupling reactions or nucleophilic substitutions. With an IUPAC name of benzyl 3-iodo-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate, this compound is supplied as a white to off-white crystalline powder, typically >95% pure by HPLC. It is stored under inert conditions to ensure stability and is ideal for researchers requiring precise building blocks for complex molecule construction.

  • CAS No: 125942-79-2
  • Molecular Formula: C15H20INO4
  • Molecular Weight: 405.23
  • Exact Mass: 405.04371
  • Monoisotopic Mass: 405.04371
  • IUPAC Name: benzyl 3-iodo-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
  • SMILES: CC(C)(C)OC(=O)NC(CI)C(=O)OCC1=CC=CC=C1
  • Synonyms: N-Boc-3-iodo-DL-alanine benzyl ester, 206867-89-2, benzyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-iodopropanoate, SCHEMBL1733075, N-Boc-3-iodo-DL-alaninebenzylester

Application

N-Boc-3-iodo-DL-alanine benzyl ester is widely used in peptide synthesis as a protected amino acid precursor, enabling the incorporation of alanine derivatives into peptide chains. The iodine moiety allows for selective modification via palladium-catalyzed cross-coupling reactions, such as Suzuki or Sonogashira couplings, to introduce diverse functional groups. This compound is particularly valuable in the development of radiolabeled peptides for imaging or therapeutic applications due to its potential for iodine-125/131 substitution. It also serves as a key intermediate in the synthesis of non-natural amino acids and peptidomimetics for drug discovery programs.

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