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TCI

CAS 62129-44-6

Boc-Phe(4-I)-OH TCI B6605

Boc-Phe(4-I)-OH TCI B6605

Chemical Identity

Other names
Boc-4-Iodo-L-phenylalanine · N-Boc-4-Iodo-L-phenylalanine · N-(tert-Butoxycarbonyl)-4-iodo-L-phenylalanine
CAS No.
62129-44-6
Formula
C14H18INO4
Molecular weight
391.21 g/mol
Purity
>98.0%(HPLC)(T)
Storage
0-10°C
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(2S)-3-(4-iodophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
SMILES
CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)I)C(=O)O
InChIKey
JZLZDBGQWRBTHN-NSHDSACASA-N
MDL
MDL00037119
PubChem
CID 2755956
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TCI B6605 Boc-Phe(4-I)-OH is a Boc-protected 4-iodophenylalanine derivative widely used as a building block in peptide chemistry. The acid-labile Boc group allows controlled deprotection during chain assembly, while the para-iodo substituent serves as a versatile handle for palladium-catalysed cross-coupling. Researchers commonly employ it to incorporate unnatural amino acid residues and to enable late-stage diversification of peptide scaffolds. AMI Scientific supplies this TCI reagent in 1 g and 5 g pack sizes for peptide synthesis, medicinal chemistry, and chemical biology laboratories.

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  • Rodriguez et al. (1990). A general route to “carba” peptide bond replacements: Unequivocal synthesis of Boc--Phe-ψ(CH2-CH2)--Ala-OH and Boc--Phe-ψ(CH2-CH2)--Ala-OH.. Tetrahedron Letters doi:10.1016/s0040-4039(00)97829-8
  • Hayashi et al. (2014). Development of potent antagonists for formyl peptide receptor 1 based on Boc-Phe-d-Leu-Phe-d-Leu-Phe-OH. Bioorganic & Medicinal Chemistry doi:10.1016/j.bmc.2014.06.048
  • Karle et al. (2002). Infinite pleated β-sheet formed by the β-hairpin Boc-β-Phe-β-Phe- d -Pro-Gly-β-Phe-β-Phe-OMe. Proceedings of the National Academy of Sciences doi:10.1073/pnas.022616499

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.