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CS-W001157 4
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Boc-N-methyl-L-isoleucine

  • CAS No. 52498-32-5

  • Cat. No. CS-W012716
  • Molecule weight245.32
  • Purity≥97%
  • MDL No.MFCD00066105

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

Boc-N-methyl-L-isoleucine|CS-W012716

Structure of 52498-32-5

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General Information

  • CAS No. 52498-32-5
  • Cat. No. CS-W012716
  • Purity ≥97%
  • MDL No. MFCD00066105
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₃NO₄
  • Molecular Weight 245.32
  • Synonym(s) Boc-N-Me-Ile-OH
  • SMILES CC[C@H](C)[C@H](N(C)C(=O)OC(C)(C)C)C(=O)O

Description

Boc-N-methyl-L-isoleucine offers a sterically hindered, bench-stable side chain ideal for peptide synthesis. The N-methyl group reduces amide hydrogen bonding, enhancing membrane permeability in bioactive sequences. This protected amino acid integrates efficiently into complex peptides under standard coupling conditions.

Application

Boc-N-methyl-L-isoleucine serves as a valuable chiral building block for peptide synthesis, offering enhanced stability and solubility in organic media. The Boc group provides reliable protection of the α-amino function, while the N-methyl substitution reduces amide hydrogen bonding and improves membrane permeability in peptidomimetic applications. Its isoleucine side chain supports stereocontrolled assembly of complex scaffolds, facilitating efficient coupling reactions with minimal racemization.

Safety Information

Download SDS
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   66.84
  • LogP   2.3526
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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