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8-(tert-Butoxycarbonyl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid

  • CAS No. 1159826-74-0

  • Cat. No. CS-0078631
  • Purity≥97%
  • MDL No.MFCD22422702

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

8-(tert-Butoxycarbonyl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid|CS-0078631

Structure of 1159826-74-0

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General Information

  • CAS No. 1159826-74-0
  • Cat. No. CS-0078631
  • Purity ≥97%
  • MDL No. MFCD22422702
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₁NO₄
  • Molecular Weight 255.31
  • Synonym(s) N-BOC-8-AZABICYCLO[3.2.1]OCTANE-3-CARBOXYLIC ACID
  • SMILES O=C(C1CC(N2C(OC(C)(C)C)=O)CCC2C1)O

Description

This bicyclic scaffold features a protected amine and carboxylic acid at the 8- and 3-positions, respectively, enabling direct incorporation into peptide mimetics. The tert-butoxycarbonyl group ensures stable handling under standard conditions, while the azabicyclo[3.2.1]octane core provides conformational rigidity for targeted receptor engagement.

Application

8-(tert-Butoxycarbonyl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid serves as a versatile scaffold for medicinal chemistry, enabling the synthesis of constrained nitrogen-containing heterocycles. The Boc-protected amine and carboxylic acid functionality offer orthogonal reactivity for peptide coupling and selective deprotection, while the bicyclic core imparts rigidity beneficial for conformational control in drug discovery. Bench-stable and compatible with standard purification methods, it facilitates efficient access to complex API intermediates.

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   2.2491
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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