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

Name: 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole
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CAS No. 1218791-01-5
Cat. No. CS-W005574
Purity≥97%
MDL No.None

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2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole|CS-W005574

Structure of 1218791-01-5

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General Information

CAS No. 1218791-01-5
Cat. No. CS-W005574
Purity ≥97%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₆BNO₂S
Molecular Weight 225.12
Synonym(s) 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-methyl-1,3-thiazole
SMILES CC1(C)C(C)(C)OB(C2=CN=C(C)S2)O1

Description

2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole features a boronate ester group enabling efficient Suzuki-Miyaura coupling under mild conditions. The electron-rich thiazole core enhances reactivity, while the tetramethyl-substituted dioxaborolane moiety ensures stability and moisture tolerance. This bench-stable reagent integrates readily into complex heterocyclic scaffolds during medicinal chemistry campaigns.

Application

2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole serves as a robust boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient coupling with aryl, heteroaryl, and vinyl halides under mild conditions. Its stability in air and moisture facilitates handling and storage, while the thiazole core provides a versatile scaffold for constructing biologically relevant heterocycles. This reagent offers excellent functional group tolerance and reproducible yields in synthetic 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 31.35
LogP 1.75072
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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

CAS No. 1218791-01-5

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