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Fmoc-α-Me-Tyr(tBu)-OH

  • CAS No. 1309873-74-2

  • Cat. No. CS-0439220
  • Purity≥98%
  • MDL No.None

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

Fmoc-α-Me-Tyr(tBu)-OH|CS-0439220

Structure of 1309873-74-2

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General Information

  • CAS No. 1309873-74-2
  • Cat. No. CS-0439220
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₉H₃₁NO₅
  • Molecular Weight 473.56
  • Synonym(s) N-Fmoc-a-methyl-4-tert-butoxy-L-phenylalanine
  • SMILES C(OC(N[C@@](CC1=CC=C(OC(C)(C)C)C=C1)(C(O)=O)C)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Description

Fmoc-α-Me-Tyr(tBu)-OH is a protected tyrosine derivative featuring a fluorenylmethoxy carbonyl (Fmoc) group at the N-terminus and a tert-butyl ester on the phenolic hydroxyl. The α-methyl substitution enhances stability against racemization during peptide synthesis. This building block integrates efficiently into solid-phase sequences, offering robust handling and compatibility with standard coupling protocols.

Application

Fmoc-α-Me-Tyr(tBu)-OH serves as a key building block in peptide synthesis, enabling the incorporation of α-methyltyrosine with enhanced metabolic stability. The Fmoc group provides orthogonal protection for the amine, while the *tert*-butyl side chain ensures reliable deprotection under mild acidic conditions. This derivative exhibits excellent bench stability, facilitates efficient coupling reactions, and supports straightforward purification—making it ideal for constructing bioactive peptides and peptidomimetics.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   84.86
  • LogP   5.7884
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   7

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