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

Name: tert-Butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-isoindole-2-carboxylate
Brand: ChemScene
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CAS No. 1035235-28-9
Cat. No. CS-0048243
Purity≥95%
MDL No.None

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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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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.

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

Computational Chemistry Data

TPSA 48
LogP 3.2365
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

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

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Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

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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

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