2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinoline

Name: 2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 922718-57-8
Cat. No. CS-0131457
Purity≥95%
MDL No.MFCD11044665

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2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinoline|CS-0131457

Structure of 922718-57-8

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Description

This tetrahydroisoquinoline boronate integrates readily into Suzuki-Miyaura coupling reactions under standard conditions, offering a bench-stable, moisture-tolerant handle for constructing complex nitrogen-containing scaffolds in medicinal chemistry and materials synthesis.

Application

2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinoline serves as a robust boronate building block for palladium-catalyzed cross-coupling reactions. Its tetrahydroisoquinoline core provides a privileged scaffold in medicinal chemistry, while the pinacol boronate group enables efficient C–C bond formation under mild conditions. The compound exhibits excellent bench stability, tolerates diverse functional groups, and facilitates straightforward purification—ideal for modular synthesis of complex heterocyclic architectures in drug discovery workflows.

General Information

CAS No. 922718-57-8
Cat. No. CS-0131457
Purity ≥95%
MDL No. MFCD11044665
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₄BNO₂
Molecular Weight 273.18
Synonym(s) 1,2,3,4-TETRAHYDRO-2-METHYL-6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-ISOQUINOLINE
SMILES CC1(C)C(C)(C)OB(C2=CC3=C(CN(C)CC3)C=C2)O1

Computational Chemistry Data

TPSA 21.7
LogP 1.9737
H_Acceptors 3
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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

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2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinoline

CAS No. 922718-57-8

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