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tert-Butyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate

  • CAS No. 2304634-91-9

  • Cat. No. CS-0135513
  • Purity≥97%
  • MDL No.None

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

tert-Butyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate|CS-0135513

Structure of 2304634-91-9

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General Information

  • CAS No. 2304634-91-9
  • Cat. No. CS-0135513
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₈BN₃O₄
  • Molecular Weight 349.23
  • Synonym(s) None
  • SMILES O=C(N1CC(N2N=CC=C2B3OC(C)(C)C(C)(C)O3)C1)OC(C)(C)C

Description

tert-Butyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate features a boronate ester group enabling robust Suzuki-Miyaura coupling. The azetidine core imparts conformational rigidity, while the tert-butyl carbamate facilitates protection and orthogonal deprotection. This reagent streamlines access to complex pyrazole-containing scaffolds in medicinal chemistry.

Application

tert-Butyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole-borane moiety enables efficient C–C bond formation under mild conditions, while the azetidine core provides a strained, bioactive scaffold relevant to medicinal chemistry. Bench-stable and readily purified, it functions as a key intermediate in constructing complex heterocyclic architectures with high functional group tolerance and predictable reactivity.

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   65.82
  • LogP   1.9741
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   2

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