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7-tert-Butoxycarbonyl-2,3-benzo-7-azabicyclo[2.2.1]hepta-2,5-diene

  • CAS No. 5176-28-3

  • Cat. No. CS-M1955
  • Molecule weight243.30
  • Purity≥98%
  • MDL No.MFCD22573547

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

7-tert-Butoxycarbonyl-2,3-benzo-7-azabicyclo[2.2.1]hepta-2,5-diene|CS-M1955

Structure of 5176-28-3

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General Information

  • CAS No. 5176-28-3
  • Cat. No. CS-M1955
  • Purity ≥98%
  • MDL No. MFCD22573547
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₇NO₂
  • Molecular Weight 243.30
  • Synonym(s) tert-Butyl 11-azatricyclo[6.2.1.0 {2,7}]-undeca- 2,4,6,9-tetraene-11-carboxylate
  • SMILES O=C(N1C2C3=CC=CC=C3C1C=C2)OC(C)(C)C

Description

This 7-tert-butoxycarbonyl-2,3-benzo-7-azabicyclo[2.2.1]hepta-2,5-diene features a rigid, electron-deficient bicyclic core with a protected amine handle, enabling direct incorporation into complex heterocycles. The tert-butoxycarbonyl group provides stability and facilitates selective deprotection under mild acidic conditions.

Application

7-tert-Butoxycarbonyl-2,3-benzo-7-azabicyclo[2.2.1]hepta-2,5-diene serves as a versatile building block for the synthesis of nitrogen-containing heterocycles, particularly in medicinal chemistry applications. The tert-butoxycarbonyl (Boc) group provides excellent stability under basic conditions and facilitates selective deprotection during downstream functionalization. Its rigid bicyclic framework supports diverse transformations, including transition-metal-catalyzed couplings and electrophilic modifications, enabling efficient access to complex scaffolds with defined stereochemistry.

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   3.5893
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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