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tert-Butyl 7-oxo-3-oxa-9-azabicyclo[3.3.1]nonane-9-carboxylate

  • CAS No. 280761-97-9

  • Cat. No. CS-0036705
  • Molecule weight241.28
  • Purity≥97%
  • MDL No.MFCD17016705

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

tert-Butyl 7-oxo-3-oxa-9-azabicyclo[3.3.1]nonane-9-carboxylate|CS-0036705

Structure of 280761-97-9

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General Information

  • CAS No. 280761-97-9
  • Cat. No. CS-0036705
  • Purity ≥97%
  • MDL No. MFCD17016705
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₉NO₄
  • Molecular Weight 241.28
  • Synonym(s) 9-Boc-7-oxa-9-azabicyclo[3.3.1]nonan-3-one
  • SMILES O=C1C[C@@H](N2C(OC(C)(C)C)=O)COC[C@@H]2C1

Description

tert-Butyl 7-oxo-3-oxa-9-azabicyclo[3.3.1]nonane-9-carboxylate features a rigid, electron-deficient bicyclic scaffold that integrates a ketone at C7 and a carbamate-protected nitrogen at the bridgehead. This configuration enables direct functionalization in complex molecule synthesis, particularly in medicinal chemistry campaigns targeting constrained heterocyclic cores.

Application

tert-Butyl 7-oxo-3-oxa-9-azabicyclo[3.3.1]nonane-9-carboxylate serves as a versatile, bench-stable building block for the synthesis of complex nitrogen-containing heterocycles. Its fused bicyclic framework enables efficient access to bioactive scaffolds through selective reduction, nucleophilic addition, or functionalization at the C7 carbonyl and C9 ester sites. The tert-butyl group facilitates straightforward deprotection under mild acidic conditions, supporting rapid downstream derivatization in medicinal chemistry campaigns.

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   55.84
  • LogP   1.3538
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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