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

Name: 4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole
Brand: ChemScene
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CAS No. 1662682-33-8
Cat. No. CS-0129096
Purity≥97%
MDL No.MFCD19543620

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4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole|CS-0129096

Structure of 1662682-33-8

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General Information

CAS No. 1662682-33-8
Cat. No. CS-0129096
Purity ≥97%
MDL No. MFCD19543620
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) 4-METHYLTHIAZOLE-5-BORONIC ACID PINACOL ESTER
SMILES CC1=C(B2OC(C)(C)C(C)(C)O2)SC=N1

Description

4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole features a boronate ester group enabling efficient Suzuki-Miyaura coupling, paired with a methyl-substituted thiazole core. This bench-stable reagent integrates readily into C–C bond formations under mild conditions, offering predictable regiochemistry and compatibility with diverse functional groups in synthetic workflows.

Application

4-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole serves as a robust boronate building block for Suzuki-Miyaura coupling reactions. The sterically hindered tetramethylboronate group enhances stability and minimizes protodeboronation, enabling reliable cross-coupling with aryl and heteroaryl halides under mild conditions. Its thiazole core provides a valuable scaffold for medicinal chemistry and materials science applications, offering good functional group tolerance and ease of purification.

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

CAS No. 1662682-33-8

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