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CS-W001157 4
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tert-Butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-isoindole-2-carboxylate

  • CAS No. 1035235-28-9

  • Cat. No. CS-0048243
  • Purity≥95%
  • MDL No.None

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

tert-Butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-isoindole-2-carboxylate|CS-0048243

Structure of 1035235-28-9

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General Information

  • CAS No. 1035235-28-9
  • Cat. No. CS-0048243
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₈BNO₄
  • Molecular Weight 345.24
  • Synonym(s) Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-2-carboxylate
  • SMILES CC(C)(C)OC(=O)N1CC2=CC=CC(B3OC(C)(C)C(C)(C)O3)=C2C1

Description

tert-Butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-isoindole-2-carboxylate integrates a boronate handle into a sterically protected isoindole scaffold. This bench-stable reagent enables efficient Suzuki-Miyaura coupling under standard conditions, delivering functionalized isoindole derivatives with high fidelity. The tetramethylboronate moiety ensures excellent stability and reactivity in cross-coupling processes.

Application

tert-Butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-isoindole-2-carboxylate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The isoindoline core provides a rigid, electron-rich scaffold amenable to late-stage functionalization. The tetramethylborolane moiety enables efficient coupling under mild conditions with broad functional group tolerance, facilitating the construction of complex heterocyclic architectures common in pharmaceutical and agrochemical development.

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   48
  • LogP   3.2365
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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