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CS-W001157 4
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Tert-butyl3-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene]azetidine-1-carboxylate

  • CAS No. 2246802-17-3

  • Cat. No. CS-0310260
  • Molecule weight295.18
  • Purity≥97%
  • MDL No.None

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

Tert-butyl3-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene]azetidine-1-carboxylate|CS-0310260

Structure of 2246802-17-3

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General Information

  • CAS No. 2246802-17-3
  • Cat. No. CS-0310260
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₆BNO₄
  • Molecular Weight 295.18
  • Synonym(s) tert-Butyl 3-[(tetramethyl-1,3,2-dioxaborolan-2-yl)methylidene]azetidine-1-carboxylate
  • SMILES CC(C)(C)OC(=O)N1CC(=CB2OC(C)(C)C(C)(C)O2)C1

Description

Tert-butyl 3-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene]azetidine-1-carboxylate features a sterically shielded boronate ester integrated into a strained azetidine framework. This configuration enables stable coupling in Suzuki-Miyaura reactions while maintaining reactivity under mild conditions. The tert-butyl carbamate group ensures excellent solubility and bench stability, facilitating straightforward handling in complex molecule assembly.

Application

Tert-butyl 3-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene]azetidine-1-carboxylate serves as a stable, bench-ready boron building block for Suzuki-Miyaura coupling. The tetramethylboronate moiety enables efficient cross-coupling with aryl and vinyl halides under mild conditions. Its azetidine core provides a strained, bioactive heterocyclic scaffold relevant to medicinal chemistry. The tert-butyl ester facilitates straightforward deprotection, while the dioxaborolane group offers excellent functional group tolerance and ease of purification.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   48
  • LogP   2.7949
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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