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CS-W001157 4
Total: USD 88.00

Boc-D-His(Trt)-OH

  • CAS No. 393568-74-6

  • Cat. No. CS-0044471
  • Purity≥97%
  • MDL No.MFCD08274494

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

Boc-D-His(Trt)-OH|CS-0044471

Structure of 393568-74-6

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General Information

  • CAS No. 393568-74-6
  • Cat. No. CS-0044471
  • Purity ≥97%
  • MDL No. MFCD08274494
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₀H₃₁N₃O₄
  • Molecular Weight 497.58
  • Synonym(s) None
  • SMILES O=C([C@H](NC(OC(C)(C)C)=O)CC1=CN(C=N1)C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)O

Description

Boc-D-His(Trt)-OH features a protected D-histidine residue with a trifluoromethylcarbamoyl (Trt) group on the imidazole nitrogen and a tert-butoxycarbonyl (Boc) group on the α-amino terminus. This configuration enables stable incorporation into peptide chains under standard coupling conditions, facilitating efficient synthesis of D-configured histidine-containing sequences with minimal side reactions.

Application

Boc-D-His(Trt)-OH serves as a protected amino acid building block for the synthesis of peptide analogs and heterocyclic scaffolds. The Trt (trityl) group provides orthogonal protection of the imidazole nitrogen, enabling selective functionalization during solid-phase synthesis. The Boc group ensures stability under basic conditions and facilitates straightforward deprotection with mild acid. This derivative exhibits excellent bench stability and compatibility with standard coupling protocols, making it a reliable choice for complex peptide and medicinal chemistry applications.

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   93.45
  • LogP   5.2437
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   8

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