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tert-Butyl 4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)piperidine-1-carboxylate

  • CAS No. 1425970-61-1

  • Cat. No. CS-0051215
  • Purity≥95%
  • MDL No.MFCD14706665

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

tert-Butyl 4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)piperidine-1-carboxylate|CS-0051215

Structure of 1425970-61-1

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General Information

  • CAS No. 1425970-61-1
  • Cat. No. CS-0051215
  • Purity ≥95%
  • MDL No. MFCD14706665
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₃₀BNO₄
  • Molecular Weight 323.24
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CCC(=CB2OC(C)(C)C(O2)(C)C)CC1

Description

tert-Butyl 4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)piperidine-1-carboxylate features a boronate ester linked via a methylene bridge to a piperidine core, enabling direct incorporation into Suzuki-Miyaura couplings. The tetramethyl-substituted dioxaborolane moiety confers exceptional stability and moisture tolerance, while the tert-butyl carbamate group ensures convenient protection and deprotection under standard conditions. This compound serves as a robust building block for complex heterocyclic scaffolds in medicinal chemistry and materials science.

Application

tert-Butyl 4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)piperidine-1-carboxylate serves as a stable, bench-ready building block for Suzuki-Miyaura coupling reactions. The boronate ester functionality enables efficient C–C bond formation under mild conditions, while the piperidine scaffold provides access to diverse nitrogen-containing heterocycles. Its tert-butyl carbamate group offers orthogonal protection and facile removal via acidolysis, enhancing utility in multi-step syntheses.

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   48
  • LogP   3.5751
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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