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CS-W001157 4
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1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine

  • CAS No. 852227-90-8

  • Cat. No. CS-W014023
  • Purity≥98%
  • MDL No.MFCD08060504

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

1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine|CS-W014023

Structure of 852227-90-8

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General Information

  • CAS No. 852227-90-8
  • Cat. No. CS-W014023
  • Purity ≥98%
  • MDL No. MFCD08060504
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₄BNO₂
  • Molecular Weight 273.18
  • Synonym(s) 1-[4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-yl)Phenyl]Pyrrolidine
  • SMILES CC1(C(OB(O1)C2=CC=C(C=C2)N3CCCC3)(C)C)C

Description

1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine is a bench-stable boronate reagent featuring a pyrrolidine moiety linked to a para-substituted arylboronate. This structure enables efficient Suzuki-Miyaura coupling under mild conditions, offering robust performance in C–C bond formation. The tetramethyl-dioxaborolane group enhances stability and functional group tolerance, facilitating seamless integration into complex molecular architectures.

Application

1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate moiety offers excellent stability, mild handling, and compatibility with diverse functional groups. It facilitates efficient C–C bond formation under standard catalytic conditions, enabling rapid access to biaryl scaffolds in medicinal chemistry and materials science applications.

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   21.7
  • LogP   2.586
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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