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Methyl 2-((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)oxy)acetate

  • CAS No. 2027496-50-8

  • Cat. No. CS-0153827
  • Molecule weight293.12
  • Purity≥97%
  • MDL No.MFCD22683323

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

Methyl 2-((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)oxy)acetate|CS-0153827

Structure of 2027496-50-8

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General Information

  • CAS No. 2027496-50-8
  • Cat. No. CS-0153827
  • Purity ≥97%
  • MDL No. MFCD22683323
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀BNO₅
  • Molecular Weight 293.12
  • Synonym(s) Methyl {[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl]oxy}acetate
  • SMILES CC1(C)C(C)(C)OB(C2=CN=C(C=C2)OCC(=O)OC)O1

Description

Methyl 2-((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)oxy)acetate features a pyridine-linked boronate ester enabling reliable Suzuki-Miyaura coupling. The methyl ester group provides synthetic versatility, while the tetramethyl-substituted dioxaborolane enhances stability and shelf life under standard conditions.

Application

Methyl 2-((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)oxy)acetate serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. The pyridin-2-yloxy functionality enables direct installation of heteroaryl ether motifs in medicinal chemistry and materials synthesis. Its stability under ambient conditions, compatibility with diverse reaction partners, and ease of purification make it ideal for modular library construction and scalable process development.

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   66.88
  • LogP   0.9326
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   4

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