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tert-Butyl 3-(4-bromophenyl)azetidine-1-carboxylate

  • CAS No. 1203681-52-0

  • Cat. No. CS-0056950
  • Molecule weight312.20
  • Purity≥98%
  • MDL No.None

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

tert-Butyl 3-(4-bromophenyl)azetidine-1-carboxylate|CS-0056950

Structure of 1203681-52-0

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General Information

  • CAS No. 1203681-52-0
  • Cat. No. CS-0056950
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈BrNO₂
  • Molecular Weight 312.20
  • Synonym(s) N-BOC-3-(4-BROMOPHENYL)AZETIDINE
  • SMILES O=C(N1CC(C2=CC=C(Br)C=C2)C1)OC(C)(C)C

Description

tert-Butyl 3-(4-bromophenyl)azetidine-1-carboxylate features a rigid azetidine core linked to a para-brominated phenyl group, enabling efficient coupling in transition metal-catalyzed reactions. The tert-butyl carbamate handle ensures stability and convenient deprotection under mild acidic conditions. This bench-stable reagent integrates readily into medicinal chemistry campaigns targeting bioactive heterocycles.

Application

tert-Butyl 3-(4-bromophenyl)azetidine-1-carboxylate serves as a versatile building block for the synthesis of bioactive azetidine-containing compounds. The bromophenyl group enables facile Suzuki-Miyaura and other Pd-catalyzed couplings, while the tert-butyl carbamate protects the nitrogen under standard conditions. This stability facilitates purification and handling, making it ideal for iterative synthesis in medicinal chemistry and API 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   29.54
  • LogP   3.7834
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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