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(S)-tert-Butyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate

  • CAS No. 7750-42-7

  • Cat. No. CS-0154808
  • Molecule weight302.41
  • Purity≥95%
  • MDL No.None

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

(S)-tert-Butyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate|CS-0154808

Structure of 7750-42-7

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General Information

  • CAS No. 7750-42-7
  • Cat. No. CS-0154808
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₃₀N₂O₄
  • Molecular Weight 302.41
  • Synonym(s) Boc-Lys-OtBu.HCl
  • SMILES CC(C)(C)OC(=O)N[C@@H](CCCCN)C(=O)OC(C)(C)C

Description

(S)-tert-Butyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate features a chiral backbone with orthogonal amine and carbamate functionalities, enabling selective derivatization in peptide synthesis. The tert-butyl groups provide stability under standard conditions while allowing facile deprotection via acidolysis. This bifunctional building block integrates seamlessly into complex molecular architectures requiring precise stereochemical control and modular assembly.

Application

(S)-tert-Butyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate serves as a versatile dipeptide-like building block for the synthesis of peptidomimetics and bioactive heterocycles. The protected amine and carboxylic acid equivalents enable orthogonal functionalization, while the tert-butyl groups offer bench stability and facile deprotection under mild acidic conditions. Its structure facilitates efficient coupling reactions and supports the construction of complex scaffolds in medicinal chemistry workflows.

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   90.65
  • LogP   2.3504
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   6

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