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Methyl 4-iodo-L-phenylalaninate hydrochloride

  • CAS No. 158686-46-5

  • Cat. No. CS-0136455
  • Purity≥95%
  • MDL No.MFCD08275391

*For research and further manufacturing use only, not for direct human use.

Methyl 4-iodo-L-phenylalaninate hydrochloride|CS-0136455

Structure of 158686-46-5

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General Information

  • CAS No. 158686-46-5
  • Cat. No. CS-0136455
  • Purity ≥95%
  • MDL No. MFCD08275391
  • Storage 4°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃ClINO₂
  • Molecular Weight None
  • Synonym(s) None
  • SMILES N[C@@H](CC1=CC=C(I)C=C1)C(OC)=O.Cl

Description

Methyl 4-iodo-L-phenylalaninate (hydrochloride) features a sterically hindered, bench-stable side chain with a para-iodo substituent on the aromatic ring. This electron-deficient phenyl moiety enables efficient cross-coupling reactions in late-stage functionalization. The hydrochloride salt enhances solubility and handling under standard conditions.

Application

Methyl 4-iodo-L-phenylalaninate (hydrochloride) serves as a versatile building block for the synthesis of bioactive molecules and pharmaceutical intermediates. The iodine substituent enables efficient palladium-catalyzed cross-coupling reactions, while the protected amino acid scaffold offers compatibility with standard peptide coupling protocols. Bench-stable and readily purified by crystallization, it facilitates the construction of complex heterocycles and drug-like scaffolds in medicinal chemistry workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   1.7558
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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