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CS-W001157 4
Total: USD 88.00

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline

  • CAS No. 685103-98-4

  • Cat. No. CS-W012579
  • Purity≥97%
  • MDL No.MFCD05663891

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline|CS-W012579

Structure of 685103-98-4

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General Information

  • CAS No. 685103-98-4
  • Cat. No. CS-W012579
  • Purity ≥97%
  • MDL No. MFCD05663891
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₈BNO₂
  • Molecular Weight 255.12
  • Synonym(s) Isoquinoline-4-boronic Acid Pinacol Ester
  • SMILES CC1(C)OB(OC1(C)C)C1=CN=CC2=C1C=CC=C2

Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline features a boronate handle integrated into an isoquinoline scaffold, enabling direct coupling in Suzuki-Miyaura reactions. The tetramethyl-substituted dioxaborolane enhances stability and reactivity under standard conditions. This bench-stable building block facilitates efficient access to biologically relevant heterocyclic architectures.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The isoquinoline core provides a rigid, electron-deficient heterocyclic scaffold with established utility in medicinal chemistry and materials science. The pinacol boronate group ensures excellent bench stability, facilitates easy purification, and enables broad functional group tolerance across diverse coupling partners.

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

Quality Control

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Computational Chemistry Data

  • TPSA   31.35
  • LogP   2.534
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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