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Benzyl 3,8-diazabicyclo[3.2.1]octane-8-carboxylate

  • CAS No. 956794-92-6

  • Cat. No. CS-0129358
  • Purity≥98%
  • MDL No.MFCD26516142

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

Benzyl 3,8-diazabicyclo[3.2.1]octane-8-carboxylate|CS-0129358

Structure of 956794-92-6

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General Information

  • CAS No. 956794-92-6
  • Cat. No. CS-0129358
  • Purity ≥98%
  • MDL No. MFCD26516142
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈N₂O₂
  • Molecular Weight 246.30
  • Synonym(s) benzyl (1R,5S)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate
  • SMILES O=C(N1[C@H]2CC[C@@H]1CNC2)OCC3=CC=CC=C3

Description

Benzyl 3,8-diazabicyclo[3.2.1]octane-8-carboxylate features a rigid, electron-rich bicyclic scaffold that enables precise spatial control in catalytic and synthetic applications. The benzyl ester group provides stability and facilitates selective deprotection under mild conditions, streamlining downstream functionalization. This compound serves as a key intermediate in the synthesis of bioactive molecules requiring defined stereochemistry and nitrogen positioning.

Application

Benzyl 3,8-diazabicyclo[3.2.1]octane-8-carboxylate serves as a versatile scaffold for the synthesis of constrained nitrogen-containing heterocycles. The bicyclic core exhibits enhanced rigidity and defined stereochemistry, enabling precise control in medicinal chemistry campaigns. The benzyl ester group facilitates straightforward deprotection under standard conditions, while the tertiary amine functionality offers robust basicity and compatibility with diverse coupling reactions. This compound functions effectively as a building block for targeted API development and catalyst design.

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   41.57
  • LogP   1.7594
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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