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CS-W001157 4
Total: USD 88.00

Tert-butyl N6-((benzyloxy)carbonyl)-L-lysinate

  • CAS No. 63628-63-7

  • Cat. No. CS-0488174
  • Purity≥98%
  • MDL No.MFCD22581338

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

Tert-butyl N6-((benzyloxy)carbonyl)-L-lysinate|CS-0488174

Structure of 63628-63-7

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General Information

  • CAS No. 63628-63-7
  • Cat. No. CS-0488174
  • Purity ≥98%
  • MDL No. MFCD22581338
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₈N₂O₄
  • Molecular Weight 336.43
  • Synonym(s) tert-butyl (2S)-2-amino-6-(phenylmethoxycarbonylamino)hexanoate
  • SMILES O=C(NCCCC[C@H](N)C(=O)OC(C)(C)C)OCC1=CC=CC=C1

Description

Tert-butyl N6-((benzyloxy)carbonyl)-L-lysinate serves as a protected lysine derivative featuring a labile tert-butyl ester and a benzyl carbamate group, enabling selective deprotection in peptide synthesis workflows. This dual protection strategy supports efficient coupling reactions while maintaining stability under standard bench conditions.

Application

Tert-butyl N⁶-((benzyloxy)carbonyl)-L-lysinate serves as a key protected amino acid building block for peptide synthesis, enabling efficient N⁶-benzylcarbamoyl protection of lysine side chains. The tert-butyl ester facilitates straightforward deprotection under mild acidic conditions, while the benzyloxycarbonyl (Cbz) group offers orthogonal stability during multistep synthetic sequences. This derivative exhibits excellent bench stability, compatibility with standard coupling reagents, and ease of purification, making it a reliable scaffold for the construction of complex peptides and heterocyclic derivatives.

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
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   90.65
  • LogP   2.7521
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   8

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