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CS-W001157 4
Total: USD 88.00

(tert-Butoxycarbonyl)-D-histidine

  • CAS No. 50654-94-9

  • Cat. No. CS-0045025
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD00037851

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

(tert-Butoxycarbonyl)-D-histidine|CS-0045025

Structure of 50654-94-9

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General Information

  • CAS No. 50654-94-9
  • Cat. No. CS-0045025
  • Purity ≥97%
  • MDL No. MFCD00037851
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇N₃O₄
  • Molecular Weight None
  • Synonym(s) Boc-D-His-OH
  • SMILES O=C(O)[C@@H](CC1=CNC=N1)NC(OC(C)(C)C)=O

Description

Boc-D-histidine is a bench-stable, moisture-tolerant amino acid derivative featuring a protected α-amino group and a side chain with a labile imidazole functionality. This configuration enables direct incorporation into peptide sequences without side-chain reactivity interference, streamlining synthetic access to D-histidine-containing peptides for medicinal chemistry applications.

Application

Boc-D-Histidine serves as a key chiral building block for the synthesis of histidine-containing peptides and peptidomimetics. The Boc group provides reliable protection of the α-amino function, enabling orthogonal deprotection in standard peptide synthesis workflows. Its side chain imidazole moiety exhibits robust functional group tolerance and facilitates incorporation into bioactive scaffolds requiring precise stereochemistry and hydrogen-bonding capacity. The compound demonstrates excellent bench stability and ease of purification, making it well-suited for both academic and industrial R&D 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   104.31
  • LogP   0.9301
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   4

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