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tert-Butyl 2-fluoro-3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate

  • CAS No. 1404196-37-7

  • Cat. No. CS-0167782
  • Purity≥96%
  • MDL No.None

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

tert-Butyl 2-fluoro-3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate|CS-0167782

Structure of 1404196-37-7

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General Information

  • CAS No. 1404196-37-7
  • Cat. No. CS-0167782
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈FNO₃
  • Molecular Weight 243.27
  • Synonym(s) 8-Boc-2-fluoro-8-aza-bicyclo[3.2.1]octan-3-one
  • SMILES O=C(N(C1C2)C(CC1)C(F)C2=O)OC(C)(C)C

Description

tert-Butyl 2-fluoro-3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate features a rigid, electron-deficient bicyclic core with a fluorinated C2 position and a ketone at C3, enabling selective functionalization in complex molecular architectures. The tert-butyl ester group provides stability and facilitates downstream deprotection under mild acidic conditions. This scaffold serves as a key intermediate in the synthesis of bioactive nitrogen-containing heterocycles.

Application

tert-Butyl 2-fluoro-3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate serves as a versatile, bench-stable building block for the synthesis of fluorinated nitrogen heterocycles. The molecule enables efficient access to complex bicyclic scaffolds through selective reductions, nucleophilic additions, and functional group interconversions. Its 3-oxo and 2-fluoro motifs provide orthogonal reactivity, facilitating downstream derivatization in medicinal chemistry campaigns. The tert-butyl ester offers ease of purification and compatibility with standard synthetic workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H314-H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

  • TPSA   46.61
  • LogP   2.0654
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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