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tert-Butyl 3-oxa-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate

  • CAS No. 99027-90-4

  • Cat. No. CS-0037296
  • Purity≥98%
  • MDL No.None

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

tert-Butyl 3-oxa-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate|CS-0037296

Structure of 99027-90-4

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General Information

  • CAS No. 99027-90-4
  • Cat. No. CS-0037296
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅NO₃
  • Molecular Weight 197.23
  • Synonym(s) Tert-butyl 2-oxa-3-azabicyclo[2.2.1]hept-5-ene-3-carboxylate
  • SMILES CC(C)(C)OC(=O)N1C2C=CC(C2)O1

Description

tert-Butyl 3-oxa-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate features a rigid, electron-deficient bicyclic scaffold that integrates a masked aldehyde functionality. This bench-stable, moisture-tolerant building block enables efficient access to complex heterocyclic architectures through controlled ring-opening or cycloaddition reactions.

Application

tert-Butyl 3-oxa-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate serves as a versatile bicyclic scaffold for synthetic medicinal chemistry, enabling efficient access to constrained heterocyclic systems. Its stable tert-butyl ester facilitates straightforward deprotection, while the embedded enol ether and azabridge support diverse functionalization. The molecule exhibits excellent bench stability and compatibility with standard coupling and reduction protocols, making it ideal for modular synthesis of bioactive compounds.

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   38.77
  • LogP   1.8658
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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