6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole

Name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole
Brand: ChemScene
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CAS No. 1002309-47-8
Cat. No. CS-0037176
Purity≥97%
MDL No.MFCD12408395

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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole|CS-0037176

Structure of 1002309-47-8

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General Information

CAS No. 1002309-47-8
Cat. No. CS-0037176
Purity ≥97%
MDL No. MFCD12408395
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₆BNO₂S
Molecular Weight 261.15
Synonym(s) None
SMILES CC1(C)C(C)(C)OB(C2=CC=C3N=CSC3=C2)O1

Description

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole features a boronate ester group attached to a benzothiazole scaffold, enabling efficient Suzuki-Miyaura cross-coupling reactions. The tetramethyl-substituted dioxaborolane moiety enhances stability and reactivity under standard conditions. This compound serves as a robust building block for constructing biaryl architectures in medicinal chemistry and materials science applications.

Application

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole serves as a robust boronate building block for Suzuki-Miyaura cross-coupling reactions. Its stability under ambient conditions and tolerance to diverse functional groups enable efficient construction of biaryl architectures. The dioxaborolane moiety facilitates mild reaction conditions and high yields, making it ideal for late-stage functionalization in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  53218-26-1
- In-stock
  
  73183-34-3
- ~96%
- In-stock
  
  1002309-47-8
References
- KATHOLIEKE UNIVERSITEIT LEUVEN; CHALTIN, Patrick; DEBYSER, Zeger; DE MAEYER, Marc; MARCHAND, Arnaud; MARCHAND, Damien; SMETS, Wim; VOET, Arnout; CHRIST, Frauke Patent: WO2011/15641 A1, 2011 ; Location in patent: Page/Page column 132 ;

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 31.35
LogP 2.5955
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

Key Words

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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole

CAS No. 1002309-47-8

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