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tert-Butyl 3-(bromomethyl)azetidine-1-carboxylate

  • CAS No. 253176-93-1

  • Cat. No. CS-0041440
  • Molecule weight250.14
  • Purity≥95%
  • MDL No.MFCD16556174

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

tert-Butyl 3-(bromomethyl)azetidine-1-carboxylate|CS-0041440

Structure of 253176-93-1

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General Information

  • CAS No. 253176-93-1
  • Cat. No. CS-0041440
  • Purity ≥95%
  • MDL No. MFCD16556174
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆BrNO₂
  • Molecular Weight 250.14
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CC(CBr)C1

Description

tert-Butyl 3-(bromomethyl)azetidine-1-carboxylate delivers a reactive bromomethyl handle on a strained azetidine scaffold, enabling efficient functionalization in synthetic sequences. This bench-stable reagent integrates readily into diversification workflows, offering high chemoselectivity for nucleophilic substitution reactions under mild conditions.

Application

tert-Butyl 3-(bromomethyl)azetidine-1-carboxylate serves as a versatile building block for the synthesis of azetidine-containing scaffolds in medicinal chemistry. The bromomethyl group enables efficient nucleophilic substitution, facilitating the installation of diverse side chains under mild conditions. Its tert-butyl carbamate protection offers excellent bench stability and compatibility with standard deprotection protocols, simplifying downstream functionalization. This reagent functions reliably in transition-metal-catalyzed couplings and conjugate additions, supporting rapid access to biologically relevant heterocycles.

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   2.2482
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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