1-(Adamantan-1-ylmethyl)-5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Name: 1-(Adamantan-1-ylmethyl)-5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
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CAS No. 1430845-70-7
Cat. No. CS-B1490
Purity≥97%
MDL No.MFCD30748167

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1-(Adamantan-1-ylmethyl)-5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-B1490

Structure of 1430845-70-7

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Description

This boronate-functionalized pyrazole integrates a sterically shielded adamantylmethyl group and a tetramethylboronate moiety, enabling stable coupling in Suzuki-Miyaura reactions. The electron-rich heterocyclic core facilitates efficient cross-coupling under mild conditions, while the bench-stable, moisture-tolerant structure simplifies handling in synthetic workflows.

Application

1-(Adamantan-1-ylmethyl)-5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a robust boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides metabolic stability and favorable pharmacophore properties, while the tetramethylborolane group enables efficient coupling under mild conditions. Bench-stable and compatible with diverse functional groups, it facilitates rapid access to complex heterocyclic scaffolds in medicinal chemistry and materials synthesis.

General Information

CAS No. 1430845-70-7
Cat. No. CS-B1490
Purity ≥97%
MDL No. MFCD30748167
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₃₃BN₂O₂
Molecular Weight 356.31
Synonym(s) 1-adamantylmethyl-5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
SMILES CC1=C(B2OC(C)(C)C(C)(C)O2)C=NN1CC3(C[C@@H](C4)C5)C[C@H]4C[C@H]5C3

Computational Chemistry Data

TPSA 36.28
LogP 3.70712
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Bridge Rings compounds Adamantane compounds

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1-(Adamantan-1-ylmethyl)-5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

CAS No. 1430845-70-7

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