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CS-W001157 4
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2-[(tert-Butoxy)carbonyl]-2-azabicyclo[2.1.1]hexane-4-carboxylic acid

  • CAS No. 220598-45-8

  • Cat. No. CS-0030237
  • Purity≥98%
  • MDL No.MFCD28501912

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

2-[(tert-Butoxy)carbonyl]-2-azabicyclo[2.1.1]hexane-4-carboxylic acid|CS-0030237

Structure of 220598-45-8

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General Information

  • CAS No. 220598-45-8
  • Cat. No. CS-0030237
  • Purity ≥98%
  • MDL No. MFCD28501912
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇NO₄
  • Molecular Weight 227.26
  • Synonym(s) 2-(tert-Butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-4-carboxylic acid
  • SMILES O=C(C12CN(C(OC(C)(C)C)=O)C(C2)C1)O

Description

This azabicyclic carboxylic acid features a tert-butoxycarbonyl-protected amine within a strained bicyclic framework, enabling direct incorporation into peptide backbones. The rigid scaffold imparts conformational control, while the Boc group ensures stability and ease of deprotection under mild acidic conditions.

Application

2-[(tert-Butoxy)carbonyl]-2-azabicyclo[2.1.1]hexane-4-carboxylic acid serves as a robust, bench-stable building block for the synthesis of constrained azabicyclic scaffolds. Its tert-butyl ester functionality enables straightforward deprotection under mild acidic conditions, while the bicyclic core imparts conformational rigidity ideal for medicinal chemistry exploration. The carboxylic acid group facilitates efficient coupling reactions, supporting diverse functionalization in peptide and small-molecule synthesis.

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   66.84
  • LogP   1.4705
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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