1-Methanesulfonyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine

Name: 1-Methanesulfonyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine
Brand: ChemScene
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CAS No. 1382137-67-8
Cat. No. CS-0052486
Purity≥96%
MDL No.None

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1-Methanesulfonyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine|CS-0052486

Structure of 1382137-67-8

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Description

1-Methanesulfonyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine is a bench-stable boronate reagent featuring a tetrahydropyridine core with a methanesulfonyl group at the 1-position. This combination enables efficient Suzuki-Miyaura coupling under mild conditions, delivering functionalized heterocycles with high selectivity and minimal side reactions.

Application

1-Methanesulfonyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. The tetramethylborolane moiety enables efficient Suzuki-Miyaura coupling under mild conditions, while the methanesulfonyl group provides a stable, electron-withdrawing handle that enhances reactivity and functional group tolerance. This compound facilitates the construction of substituted tetrahydropyridine scaffolds commonly found in medicinal chemistry applications, offering bench-stable handling and straightforward purification.

General Information

CAS No. 1382137-67-8
Cat. No. CS-0052486
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₂BNO₄S
Molecular Weight 287.18
Synonym(s) 1,2,3,6-tetrahydro-1-(methylsulfonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
SMILES CC1(C)OB(OC1(C)C)C1=CCN(CC1)S(C)(=O)=O

Computational Chemistry Data

TPSA 55.84
LogP 1.2095
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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 Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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1-Methanesulfonyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine

CAS No. 1382137-67-8

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