6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

Name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
Brand: ChemScene
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CAS No. 642494-36-8
Cat. No. CS-0038313
Purity≥95%
MDL No.MFCD07368852

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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole|CS-0038313

Structure of 642494-36-8

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Description

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole integrates a stable boronate handle at the 6-position of indole, enabling efficient Suzuki-Miyaura cross-coupling. This bench-stable reagent facilitates rapid diversification of indole scaffolds in medicinal chemistry and materials synthesis.

Application

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The stable boronate ester group enables efficient C–C bond formation under mild conditions, facilitating the construction of biaryl and heteroaryl architectures. Its compatibility with diverse functional groups and excellent bench stability make it ideal for iterative synthesis and library generation in medicinal chemistry workflows.

General Information

CAS No. 642494-36-8
Cat. No. CS-0038313
Purity ≥95%
MDL No. MFCD07368852
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈BNO₂
Molecular Weight None
Synonym(s) Indole-6-boronic acid pinacol ester
SMILES CC1(C)C(C)(C)OB(C2=CC3=C(C=C2)C=CN3)O1

Computational Chemistry Data

TPSA 34.25
LogP 2.4671
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

CAS No. 642494-36-8

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