Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Name: Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate
Brand: ChemScene
Availability: InStock
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CAS No. 302577-73-7
Cat. No. CS-0169343
Purity≥96%
MDL No.MFCD09271784

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate|CS-0169343

Structure of 302577-73-7

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General Information

CAS No. 302577-73-7
Cat. No. CS-0169343
Purity ≥96%
MDL No. MFCD09271784
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁BO₄
Molecular Weight 228.10
Synonym(s) None
SMILES O=C(OCC)CCB1OC(C)(C)C(O1)(C)C

Description

Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate delivers a stable, moisture-tolerant boronate ester handle for cross-coupling reactions. The tetramethyl-substituted dioxaborolane enhances shelf life and reactivity under standard conditions. This compound integrates seamlessly into Suzuki-Miyaura protocols, enabling efficient C–C bond formation with aryl and vinyl halides.

Application

Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its tetramethyl-substituted dioxaborolane moiety ensures excellent shelf stability and functional group tolerance, enabling efficient C–C bond formation under mild conditions. The ethyl ester group provides a handle for subsequent transformations, facilitating access to diverse alkylated aromatic and heteroaromatic scaffolds in medicinal chemistry and materials synthesis workflows.

Synthesis

Route1
- In-stock
  
  73183-34-3
- 140-88-5
- ~96%
- In-stock
  
  302577-73-7
References
- Mun, Soungyun; Lee, Ji-Eon; Yun, Jaesook Organic Letters, 2006 , vol. 8, # 21 p. 4887 - 4889
Route2
- 7732-18-5
- In-stock
  
  73183-34-3
- 140-88-5
- ~58%
- In-stock
  
  302577-73-7
References
- Takahashi, Kou; Ishiyama, Tatsuo; Miyaura, Norio Journal of Organometallic Chemistry, 2001 , vol. 625, # 1 p. 47 - 53

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 44.76
LogP 2.0318
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Ester

Key Words

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Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

CAS No. 302577-73-7

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