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di-tert-Butyl D-glutamate hydrochloride

  • CAS No. 172793-31-6

  • Cat. No. CS-0129625
  • Purity≥97%
  • MDL No.MFCD00237068

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

di-tert-Butyl D-glutamate hydrochloride|CS-0129625

Structure of 172793-31-6

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General Information

  • CAS No. 172793-31-6
  • Cat. No. CS-0129625
  • Purity ≥97%
  • MDL No. MFCD00237068
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₆ClNO₄
  • Molecular Weight 295.80
  • Synonym(s) H-D-GLU(OTBU)-OTBU HCL
  • SMILES O=C(OC(C)(C)C)[C@H](N)CCC(OC(C)(C)C)=O.[H]Cl

Description

di-tert-Butyl D-glutamate hydrochloride delivers a sterically shielded, bench-stable D-amino acid derivative ideal for asymmetric synthesis and peptide backbone modification. The protected α-amino and γ-carboxyl groups enable selective coupling under mild conditions, while the hydrochloride salt enhances solubility in common organic solvents. This derivative simplifies access to D-glutamate-containing architectures in medicinal chemistry and catalyst design.

Application

di-tert-Butyl D-glutamate hydrochloride serves as a stable, bench-ready building block for peptide synthesis and medicinal chemistry applications. The di-tert-butyl protection of the glutamate side chain enables orthogonal deprotection in complex sequences, while the hydrochloride salt enhances solubility and handling. It facilitates efficient coupling reactions and is compatible with standard Fmoc-SPPS protocols, offering reliable performance in the construction of peptidomimetics and bioactive scaffolds.

Safety Information

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Computational Chemistry Data

  • TPSA   78.62
  • LogP   2.1991
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   4

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