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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 1062174-44-0

  • Cat. No. CS-W022243
  • Molecule weight245.13
  • Purity≥97%
  • MDL No.MFCD16995801

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

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indoline|CS-W022243

Structure of 1062174-44-0

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General Information

  • CAS No. 1062174-44-0
  • Cat. No. CS-W022243
  • Purity ≥97%
  • MDL No. MFCD16995801
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀BNO₂
  • Molecular Weight 245.13
  • Synonym(s) None
  • SMILES CC1(C)C(C)(C)OB(C2=CC3=C(NCC3)C=C2)O1

Description

This boronate-functionalized indoline integrates seamlessly into Suzuki-Miyaura coupling reactions under standard conditions. The tetramethylcyclopentadienone-derived boronate moiety ensures excellent stability and compatibility with diverse reaction partners, enabling efficient C–C bond formation in complex molecule synthesis.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indoline serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient coupling with aryl and heteroaryl halides under mild conditions, while the indoline scaffold provides a stable, bench-accessible platform for constructing biologically relevant nitrogen-containing heterocycles. Functional group tolerance and ease of purification make it well-suited for iterative synthesis in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; ZHU, Yan; HU, Yuandong; WANG, Huting; LIU, Yuliang; LI, Jijun; SUN, Deguang; WANG, Zhe; WEI, Yongheng; WANG, Zanping; TANG, Guojing; JING, Lutao Patent: WO2012/103806 A1, 2012 ; Location in patent: Page/Page column 48 ; WO 2012/103806 A1
  • Route2

    References

    • Wyeth Patent: US2008/234262 A1, 2008 ; Location in patent: Page/Page column 90 ;
  • Route3

    References

    • WO2012/103806 A1, ; WO 2012/103806 A1

Safety Information

Download SDS
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   30.49
  • LogP   1.9538
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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