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CS-W001157 4
Total: USD 88.00

N-Boc-3-bromoazetidine

  • CAS No. 1064194-10-0

  • Cat. No. CS-0028220
  • Purity≥98%
  • MDL No.MFCD16658899

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

N-Boc-3-bromoazetidine|CS-0028220

Structure of 1064194-10-0

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General Information

  • CAS No. 1064194-10-0
  • Cat. No. CS-0028220
  • Purity ≥98%
  • MDL No. MFCD16658899
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₄BrNO₂
  • Molecular Weight 236.11
  • Synonym(s) Tert-butyl 3-bromoazetidine-1-carboxylate
  • SMILES CC(C)(C)OC(N1CC(Br)C1)=O

Description

N-Boc-3-bromoazetidine features a strained four-membered azetidine ring bearing a bromine atom at the 3-position and a Boc-protected amine at nitrogen. This electrophilic scaffold enables direct incorporation into complex heterocycles via palladium-catalyzed cross-coupling, offering high reactivity under mild conditions. The Boc group ensures stability during storage and handling, while the bromide facilitates downstream functionalization.

Application

N-Boc-3-bromoazetidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of azetidinyl scaffolds via palladium-catalyzed cross-coupling reactions. The bromide functionality facilitates reliable C–C and C–heteroatom bond formation, while the Boc group ensures stability and ease of deprotection under mild acidic conditions. Its small-ring strain enhances reactivity in nucleophilic substitution processes, making it well-suited for rapid diversification in lead optimization campaigns.

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   29.54
  • LogP   2.0006
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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