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CS-W001157 4
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Boc-N-Me-Tyr(Bzl)-OH

  • CAS No. 64263-81-6

  • Cat. No. CS-W011749
  • Purity≥98%
  • MDL No.MFCD00038755

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

Boc-N-Me-Tyr(Bzl)-OH|CS-W011749

Structure of 64263-81-6

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General Information

  • CAS No. 64263-81-6
  • Cat. No. CS-W011749
  • Purity ≥98%
  • MDL No. MFCD00038755
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₇NO₅
  • Molecular Weight 385.46
  • Synonym(s) None
  • SMILES O=C(O)[C@@H](N(C(OC(C)(C)C)=O)C)CC1=CC=C(OCC2=CC=CC=C2)C=C1

Description

Boc-N-Me-Tyr(Bzl)-OH is a protected tyrosine derivative featuring a tert-butoxycarbonyl group on the amine and a benzyl ether on the phenolic hydroxyl. This dual protection enables stable incorporation into peptide synthesis workflows, where the Boc group facilitates orthogonal deprotection. The benzyl-protected hydroxyl resists premature oxidation, enhancing handling reliability in complex sequences.

Application

Boc-N-Me-Tyr(Bzl)-OH serves as a versatile building block for peptide synthesis, enabling the incorporation of N-methylated tyrosine residues with orthogonal protection. The Boc group provides stable N-terminal protection, while the benzyl ether protects the phenolic hydroxyl, allowing selective deprotection and functionalization. This derivative facilitates efficient coupling reactions and is compatible with standard Fmoc-based workflows, offering robust bench stability and ease of purification in complex sequence assembly.

Synthesis

  • Route1
    • In-stock
      Boc-Tyr(Bzl)-OH|CS-W011789
      2130-96-3
    • null|null
      74-88-4
    • ~98%
    • In-stock
      Boc-N-Me-Tyr(Bzl)-OH|CS-W011749
      64263-81-6

    References

    • Bates, Robert B.; Gin, Susan L.; Hassen, Mark A.; Hruby, Victor J.; Janda, Kim D.; et al. Heterocycles, 1984 , vol. 22, # 4 p. 785 - 790
  • Route2
    • In-stock
      Boc-Tyr(Bzl)-OH|CS-W011789
      2130-96-3
    • null|null
      74-88-4
    • ~%
    • In-stock
      Boc-N-Me-Tyr(Bzl)-OH|CS-W011749
      64263-81-6
    • (R)-3-(4-(benzyloxy)phenyl)-2-((tert-butoxycarbonyl)(methyl)amino)propanoic acid|CS-0337467
      138774-98-8

    References

    • Journal of Organic Chemistry, , vol. 62, # 7 p. 2054 - 2069
  • Route3
    • In-stock
      N-Boc-O-benzyl-D-tyrosine|CS-0128339
      63769-58-4
    • null|null
      74-88-4
    • ~%
    • In-stock
      Boc-N-Me-Tyr(Bzl)-OH|CS-W011749
      64263-81-6
    • (R)-3-(4-(benzyloxy)phenyl)-2-((tert-butoxycarbonyl)(methyl)amino)propanoic acid|CS-0337467
      138774-98-8

    References

    • Journal of Organic Chemistry, , vol. 62, # 7 p. 2054 - 2069

Safety Information

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GHS Pictogram : N/A
GHS No : N/A
Signal Word : N/A
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   76.07
  • LogP   4.1282
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   7

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