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tert-Butyl (6-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)carbamate

  • CAS No. 1887223-13-3

  • Cat. No. CS-0102114
  • Purity≥97%
  • MDL No.None

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

tert-Butyl (6-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)carbamate|CS-0102114

Structure of 1887223-13-3

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General Information

  • CAS No. 1887223-13-3
  • Cat. No. CS-0102114
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₇BN₂O₄
  • Molecular Weight 334.22
  • Synonym(s) tert-Butyl N-[6-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]carbamate
  • SMILES O=C(NC1=CC(B2OC(C)(C(C)(O2)C)C)=C(N=C1)C)OC(C)(C)C

Description

This boronate ester features a tert-butyl carbamate-protected pyridine scaffold with a pendant 6-methyl group and a tetramethyl-substituted dioxaborolane moiety. The robust boronate functionality enables reliable cross-coupling under mild conditions, while the tert-butyl carbamate offers stability and convenient deprotection. Ideal for late-stage functionalization in medicinal chemistry and materials synthesis.

Application

tert-Butyl (6-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)carbamate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyridine core enables efficient functionalization at the 5-position, while the tert-butyl carbamate group provides stability and orthogonal deprotection. Its robustness under standard reaction conditions and compatibility with diverse substrates make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science.

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-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   69.68
  • LogP   3.03622
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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