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tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine-1-carboxylate

  • CAS No. 936250-21-4

  • Cat. No. CS-0038771
  • Purity≥97%
  • MDL No.None

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

tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine-1-carboxylate|CS-0038771

Structure of 936250-21-4

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General Information

  • CAS No. 936250-21-4
  • Cat. No. CS-0038771
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₃₂BN₃O₄
  • Molecular Weight 389.30
  • Synonym(s) 2-(4-tert-Butoxycarbonylpiperazin-1-yl)pyridine-4-boronic acid, pinacol ester
  • SMILES CC(C)(C)OC(=O)N1CCN(CC1)C2=NC=CC(=C2)B3OC(C)(C)C(C)(C)O3

Description

tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine-1-carboxylate features a boronate ester group flanked by a pyridine and piperazine scaffold, enabling efficient Suzuki-Miyaura coupling under mild conditions. This bench-stable reagent integrates seamlessly into complex molecule assembly workflows, delivering precise C–C bond formation with minimal side reactions.

Application

tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine-1-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient coupling under mild conditions, while the piperazine scaffold provides a polar, basic nitrogen-rich moiety useful in medicinal chemistry. Bench-stable and easily purified, it facilitates rapid diversification of pyridine-based scaffolds in API development and fragment-based synthesis.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   64.13
  • LogP   2.4379
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   2

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