2-(Tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole

Name: 2-(Tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole
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CAS No. 1415312-45-6
Cat. No. CS-0201982
Molecule weight279.14
Purity≥96%
MDL No.None

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2-(Tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole|CS-0201982

Structure of 1415312-45-6

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General Information

CAS No. 1415312-45-6
Cat. No. CS-0201982
Purity ≥96%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₂BN₃O₃
Molecular Weight 279.14
Synonym(s) 2-(oxan-2-yl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole
SMILES CC1(C)C(C)(C)OB(C2=NN(C3CCCCO3)N=C2)O1

Description

This boronate-functionalized triazole integrates seamlessly into Suzuki-Miyaura coupling workflows, offering enhanced stability and compatibility under standard conditions. The tetrahydropyran protecting group ensures moisture tolerance and simplifies purification, while the diborane moiety enables efficient cross-coupling with aryl halides.

Application

2-(Tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetrahydro-2H-pyran-2-yl group provides orthogonal protection for the triazole nitrogen, enabling selective deprotection under mild acidic conditions. Its compatibility with diverse functional groups and high stability in air and moisture facilitate reliable use in multi-step synthesis of triazolyl-containing scaffolds.

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+P364

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Computational Chemistry Data

TPSA 58.4
LogP 1.2764
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Key Words

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2-(Tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole

CAS No. 1415312-45-6

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