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CS-W001157 4
Total: USD 88.00

N-Boc-4-bromo-L-phenylalanine methyl ester

  • CAS No. 266306-18-7

  • Cat. No. CS-0139540
  • Purity≥98%
  • MDL No.None

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

N-Boc-4-bromo-L-phenylalanine methyl ester|CS-0139540

Structure of 266306-18-7

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General Information

  • CAS No. 266306-18-7
  • Cat. No. CS-0139540
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₀BrNO₄
  • Molecular Weight 358.23
  • Synonym(s) METHYL 3-(4-BROMOPHENYL)-2-[(2-METHYLPROPAN-2-YL)OXYCARBONYLAMINO]PROPANOATE
  • SMILES O=C(OC)[C@H](CC1=CC=C(Br)C=C1)NC(OC(C)(C)C)=O

Description

N-Boc-4-bromo-L-phenylalanine methyl ester features a brominated aromatic ring and a protected amine, enabling direct incorporation into peptide chains under standard coupling conditions. The Boc group ensures stability during synthesis, while the methyl ester facilitates efficient derivatization. This building block supports the construction of complex bioactive peptides with halogenated aromatic functionality.

Application

N-Boc-4-bromo-L-phenylalanine methyl ester serves as a versatile building block in peptide synthesis and medicinal chemistry, enabling site-selective functionalization via palladium-catalyzed cross-coupling. The Boc group provides orthogonal protection for the amine, while the bromo and ester functionalities offer complementary handles for downstream transformations. Bench-stable and readily purified by flash chromatography, it facilitates efficient access to complex scaffolds in API development.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   64.63
  • LogP   3.0579
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   4

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