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tert-Butyl exo-6-formyl-3-azabicyclo[3.1.0]hexane-3-carboxylate

  • CAS No. 419572-19-3

  • Cat. No. CS-0048096
  • Purity≥98%
  • MDL No.None

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

tert-Butyl exo-6-formyl-3-azabicyclo[3.1.0]hexane-3-carboxylate|CS-0048096

Structure of 419572-19-3

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General Information

  • CAS No. 419572-19-3
  • Cat. No. CS-0048096
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇NO₃
  • Molecular Weight 211.26
  • Synonym(s) TERT-BUTYLEXO-6-FORMYL-3-AZABICYCLO[3.1.0]HEXANE-3-CARBOXYLATE
  • SMILES O=C(N1C[C@@]2([H])[C@H](C=O)[C@@]2([H])C1)OC(C)(C)C

Description

This tert-butyl exo-6-formyl-3-azabicyclo[3.1.0]hexane-3-carboxylate features a rigid, electron-deficient bicyclic scaffold with a strategically positioned formyl group at the exo-6 position. The tert-butyl ester enhances solubility and stability while enabling straightforward deprotection. This configuration supports efficient incorporation into complex molecular architectures requiring defined stereochemistry and reactive handles for downstream functionalization.

Application

tert-Butyl exo-6-formyl-3-azabicyclo[3.1.0]hexane-3-carboxylate serves as a versatile, bench-stable building block for the synthesis of nitrogen-containing heterocycles and bioactive scaffolds. The exo-oriented formyl group enables direct functionalization via nucleophilic addition or oxime formation, while the protected carboxylic acid facilitates selective transformations. Its rigid bicyclic framework provides defined stereochemistry and excellent functional group tolerance, making it ideal for iterative synthesis in medicinal chemistry and process development workflows.

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   46.61
  • LogP   1.2982
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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