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cis-2-((tert-Butoxycarbonyl)amino)cyclobutanecarboxylic acid

  • CAS No. 951173-22-1

  • Cat. No. CS-0045475
  • Purity≥98%
  • MDL No.None

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

cis-2-((tert-Butoxycarbonyl)amino)cyclobutanecarboxylic acid|CS-0045475

Structure of 951173-22-1

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General Information

  • CAS No. 951173-22-1
  • Cat. No. CS-0045475
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₄
  • Molecular Weight 215.25
  • Synonym(s) cis-2-{[(Tert-butoxy)carbonyl]amino}cyclobutane-1-carboxylic acid
  • SMILES O=C([C@H]1[C@@H](NC(OC(C)(C)C)=O)CC1)O

Description

cis-2-((tert-Butoxycarbonyl)amino)cyclobutanecarboxylic acid features a rigid, sterically constrained cyclobutane scaffold with a bench-stable Boc-protected amine. This configuration enables direct incorporation into peptidomimetic architectures, where the cis stereochemistry enforces defined backbone geometry and enhances metabolic stability in bioactive molecule design.

Application

cis-2-((tert-Butoxycarbonyl)amino)cyclobutanecarboxylic acid serves as a valuable chiral building block for the synthesis of bioactive cyclobutane-containing scaffolds. The protected amine and carboxylic acid functionalities enable orthogonal derivatization, while the cis-configured cyclobutane ring provides conformational rigidity. Its bench-stable nature and compatibility with standard coupling and deprotection protocols facilitate efficient access to peptide-like structures and heterocyclic systems 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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   1.3743
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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