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Potassium (1-(tert-butoxycarbonyl)azetidin-3-yl)trifluoroborate

  • CAS No. 1430219-73-0

  • Cat. No. CS-0079220
  • Molecule weight263.11
  • Purity≥95%
  • MDL No.None

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

Potassium (1-(tert-butoxycarbonyl)azetidin-3-yl)trifluoroborate|CS-0079220

Structure of 1430219-73-0

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General Information

  • CAS No. 1430219-73-0
  • Cat. No. CS-0079220
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₄BF₃KNO₂
  • Molecular Weight 263.11
  • Synonym(s) Potassium trifluoro(1-{[(2-methyl-2-propanyl)oxy]carbonyl}-3-azet idinyl)borate(1-)
  • SMILES O=C(N1CC([B-](F)(F)F)C1)OC(C)(C)C.[K+]

Description

Potassium (1-(tert-butoxycarbonyl)azetidin-3-yl)trifluoroborate delivers a protected azetidine trifluoroborate handle for Suzuki-Miyaura coupling. This bench-stable reagent integrates readily into complex molecular architectures, enabling efficient C–C bond formation under mild conditions. The tert-butoxycarbonyl group provides orthogonal protection, facilitating sequential functionalization in synthetic sequences.

Application

Potassium (1-(tert-butoxycarbonyl)azetidin-3-yl)trifluoroborate serves as a stable, bench-ready boronate building block for the construction of azetidine-containing scaffolds in medicinal chemistry. It enables palladium-catalyzed cross-coupling reactions with aryl and vinyl halides under mild conditions, offering high functional group tolerance and predictable stereochemical integrity. The Boc-protected amine functionality allows for orthogonal derivatization, facilitating downstream synthesis of bioactive molecules.

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   -0.5413
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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