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

Name: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazol-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 1224844-66-9
Cat. No. CS-W019502
Purity≥97%
MDL No.MFCD13182075

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazol-2-amine|CS-W019502

Structure of 1224844-66-9

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General Information

CAS No. 1224844-66-9
Cat. No. CS-W019502
Purity ≥97%
MDL No. MFCD13182075
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇BN₂O₃
Molecular Weight 260.10
Synonym(s) 5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzoxazol-2-amine
SMILES NC1=NC2=CC(B3OC(C)(C(C)(O3)C)C)=CC=C2O1

Description

This boronate-functionalized oxazolamine integrates readily into Suzuki-Miyaura coupling reactions under standard conditions. The tetramethylborolane moiety provides excellent stability and moisture tolerance, while the electron-deficient heterocyclic core enables efficient cross-coupling with aryl halides. Ideal for constructing complex biaryl architectures in medicinal chemistry and materials science applications.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazol-2-amine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The boryl group enables efficient C–C bond formation under mild conditions, while the benzo[d]oxazol-2-amine core provides a stable, heterocyclic scaffold with favorable functional group tolerance. Its bench-stable nature and ease of purification make it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  73183-34-3
- In-stock
  
  64037-07-6
- ~84%
- In-stock
  
  1224844-66-9
References
- INTELLIKINE, LLC; REN, Pingda; MARTIN, Michael Patent: WO2013/23184 A1, 2013 ; Location in patent: Paragraph 00233; 00234 ; WO 2013/023184 A1
Route2
- In-stock
  
  40925-68-6
- ~%
- In-stock
  
  1224844-66-9
References
- INTELLIKINE, LLC; REN, Pingda; MARTIN, Michael Patent: WO2013/23184 A1, 2013 ; WO 2013/023184 A1

Safety Information

Download SDS

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 70.51
LogP 1.7092
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Benzooxazole compounds

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

CAS No. 1224844-66-9

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