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CS-W001157 4
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3-(Benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

  • CAS No. 1375302-99-0

  • Cat. No. CS-W021765
  • Purity≥97%
  • MDL No.MFCD11878281

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

3-(Benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-W021765

Structure of 1375302-99-0

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General Information

  • CAS No. 1375302-99-0
  • Cat. No. CS-W021765
  • Purity ≥97%
  • MDL No. MFCD11878281
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₂BNO₃
  • Molecular Weight 311.18
  • Synonym(s) None
  • SMILES CC1(C)C(C)(C)OB(C2=CN=CC(OCC3=CC=CC=C3)=C2)O1

Description

This boronate ester features a pyridine core functionalized with a benzyloxy group at the 3-position and a tetramethyl-dioxaborolane moiety at the 5-position. The pendant benzyl ether enhances solubility and stability, while the diborane handle enables efficient Suzuki-Miyaura coupling under standard conditions. Designed for streamlined C–C bond formation in complex molecular architectures.

Application

3-(Benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyridine core enables efficient functionalization in medicinal chemistry and materials synthesis, while the benzyloxy group provides orthogonal protection and enhanced solubility. The stable tetramethylboronate moiety facilitates reliable coupling under mild conditions, with 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   40.58
  • LogP   2.9598
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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