1-(3-Oxetanyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Name: 1-(3-Oxetanyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Brand: ChemScene
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CAS No. 1339890-99-1
Cat. No. CS-0030593
Purity≥97%
MDL No.None

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1-(3-Oxetanyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0030593

Structure of 1339890-99-1

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General Information

CAS No. 1339890-99-1
Cat. No. CS-0030593
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉BN₂O₃
Molecular Weight 250.10
Synonym(s) 1-(oxetan-3-yl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
SMILES CC1(C)C(C)(C)OB(C2=CN(C3COC3)N=C2)O1

Description

1-(3-Oxetanyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a bench-stable boronate reagent featuring a reactive oxetane ring and a robust boronate handle. This dual-functional scaffold enables efficient coupling in Suzuki-Miyaura reactions while maintaining compatibility with diverse reaction conditions. The sterically shielded dioxaborolane group enhances stability during handling and storage.

Application

1-(3-Oxetanyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The oxetanyl group provides enhanced metabolic stability and improved solubility in medicinal chemistry applications, while the pinacol boronate moiety ensures excellent bench stability, mild reaction conditions, and high functional group tolerance. This reagent facilitates efficient construction of complex heterocyclic scaffolds and is well-suited for late-stage diversification in drug discovery workflows.

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 45.51
LogP 0.7536
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Oxetane compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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1-(3-Oxetanyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

CAS No. 1339890-99-1

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