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tert-Butyl (8-syn)-3-azabicyclo[3.2.1]oct-8-ylcarbamate

  • CAS No. 847795-98-6

  • Cat. No. CS-0049768
  • Purity≥97%
  • MDL No.MFCD26938414

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

tert-Butyl (8-syn)-3-azabicyclo[3.2.1]oct-8-ylcarbamate|CS-0049768

Structure of 847795-98-6

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General Information

  • CAS No. 847795-98-6
  • Cat. No. CS-0049768
  • Purity ≥97%
  • MDL No. MFCD26938414
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₂N₂O₂
  • Molecular Weight 226.32
  • Synonym(s) tert-butyl Rel-((1R,5S,8S)-3-azabicyclo[3.2.1]octan-8-yl)carbamate
  • SMILES O=C(OC(C)(C)C)N[C@@H]1[C@@]2([H])CC[C@]1([H])CNC2

Description

tert-Butyl (8-syn)-3-azabicyclo[3.2.1]oct-8-ylcarbamate features a rigid, nitrogen-containing bicyclic scaffold with a syn-configured carbamate protecting group. This configuration enhances stereochemical control in asymmetric synthesis, enabling efficient incorporation into complex alkaloid frameworks and peptidomimetic architectures under standard bench conditions.

Application

tert-Butyl (8-syn)-3-azabicyclo[3.2.1]oct-8-ylcarbamate serves as a conformationally constrained, stereodefined building block for medicinal chemistry and catalytic synthesis. The syn-configured bicyclic scaffold provides defined spatial orientation of the nitrogen center, enabling precise control in target-directed synthesis. Its tert-butyl carbamate group offers excellent bench stability, orthogonal deprotection compatibility, and facilitates purification via standard chromatographic methods. This compound functions effectively in transition-metal-catalyzed couplings and reductive amination protocols, supporting efficient access to complex heterocyclic architectures relevant to API development.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   50.36
  • LogP   1.5091
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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