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CS-W001157 4
Total: USD 88.00

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline

  • CAS No. 675576-26-8

  • Cat. No. CS-0101302
  • Purity≥97%
  • MDL No.MFCD11227091

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

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline|CS-0101302

Structure of 675576-26-8

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General Information

  • CAS No. 675576-26-8
  • Cat. No. CS-0101302
  • Purity ≥97%
  • MDL No. MFCD11227091
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₈BNO₂
  • Molecular Weight 255.12
  • Synonym(s) Isoquinoline-6-boronic acid pinacol ester
  • SMILES CC1(C(C)(OB(O1)C2=CC3=C(C=C2)C=NC=C3)C)C

Application

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline serves as a versatile boronate building block in palladium-catalyzed cross-coupling reactions. Its isoquinoline core provides a rigid, nitrogen-containing heterocyclic scaffold with proven utility in medicinal chemistry and materials science. The pinacol boronate group offers excellent bench stability, mild reaction conditions, and broad functional group tolerance, facilitating efficient C–C bond formation under standard Suzuki-Miyaura coupling protocols.

Synthesis

  • Route1

    References

    • Wang, Qiuping; Lucien, Edlaine; Hashimoto, Akihiro; Pais, Godwin C. G.; Nelson, David M.; Song, Yongsheng; Thanassi, Jane A.; Marlor, Christopher W.; Thoma, Christy L.; Cheng, Jijun; Podos, Steven D.; Ou, Yangsi; Deshpande, Milind; Pucci, Michael J.; Buechter, Douglas D.; Bradbury, Barton J.; Wiles, Jason A. Journal of Medicinal Chemistry, 2007 , vol. 50, # 2 p. 199 - 210

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-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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