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(1-(tert-Butoxycarbonyl)-5,6-dichloro-1H-indol-2-yl)boronic acid

  • CAS No. 1310384-28-1

  • Cat. No. CS-0112404
  • Molecule weight329.97
  • Purity≥95%
  • MDL No.MFCD09953518

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

(1-(tert-Butoxycarbonyl)-5,6-dichloro-1H-indol-2-yl)boronic acid|CS-0112404

Structure of 1310384-28-1

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General Information

  • CAS No. 1310384-28-1
  • Cat. No. CS-0112404
  • Purity ≥95%
  • MDL No. MFCD09953518
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₄BCl₂NO₄
  • Molecular Weight 329.97
  • Synonym(s) 1-Boc-5,6-Dichloro-1H-indole-2-boronic acid
  • SMILES ClC1=CC2=C(C=C1Cl)C=C(B(O)O)N2C(OC(C)(C)C)=O

Description

This boronate moiety integrates a protected indole scaffold with two flanking chlorine atoms, enabling selective cross-coupling under standard conditions. The tert-butyl carbamate group ensures stability and orthogonal handling, while the electron-deficient aryl boronic acid facilitates efficient Suzuki-Miyaura reactions in complex molecular architectures.

Application

(1-(tert-Butoxycarbonyl)-5,6-dichloro-1H-indol-2-yl)boronic acid serves as a stable, bench-ready building block for Suzuki-Miyaura coupling reactions. The Boc-protected indole nitrogen enables orthogonal functionalization, while the dichloro substitution pattern enhances regioselectivity in downstream transformations. Its compatibility with aqueous conditions and tolerance to diverse reaction partners make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials synthesis.

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   71.69
  • LogP   2.4111
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   1

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