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2-(tert-Butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-5-carboxylic acid

  • CAS No. 1279894-35-7

  • Cat. No. CS-0078460
  • Molecule weight227.26
  • Purity≥98%
  • MDL No.None

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

2-(tert-Butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-5-carboxylic acid|CS-0078460

Structure of 1279894-35-7

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General Information

  • CAS No. 1279894-35-7
  • Cat. No. CS-0078460
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇NO₄
  • Molecular Weight 227.26
  • Synonym(s) 2-Azabicyclo[2.1.1]hexane-2,5-dicarboxylic acid, 2-(1,1-dimethylethyl) ester
  • SMILES O=C(O)C1C2CN(C(OC(C)(C)C)=O)C1C2

Description

This bicyclic scaffold features a protected azabicyclo[2.1.1]hexane core with a tert-butoxycarbonyl group at the 2-position and a carboxylic acid at the 5-position, enabling direct incorporation into peptide synthesis or medicinal chemistry campaigns. The rigid, electron-deficient framework enhances conformational control in target molecules.

Application

2-(tert-Butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-5-carboxylic acid serves as a conformationally constrained, protected amino acid building block for medicinal chemistry and peptide synthesis. The bicyclic scaffold provides rigidity to modulate bioactive conformations, while the tert-butoxycarbonyl (Boc) group enables selective protection of the nitrogen. The carboxylic acid functionality facilitates standard coupling reactions, and the molecule exhibits excellent bench stability and ease of purification in routine synthetic 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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   1.3264
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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