2-(2-(1,3-Dioxolan-2-yl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(2-(1,3-Dioxolan-2-yl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 1073354-07-0
Cat. No. CS-0173878
Purity≥97%
MDL No.MFCD03788722

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2-(2-(1,3-Dioxolan-2-yl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0173878

Structure of 1073354-07-0

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General Information

CAS No. 1073354-07-0
Cat. No. CS-0173878
Purity ≥97%
MDL No. MFCD03788722
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁BO₄
Molecular Weight 228.10
Synonym(s) None
SMILES O1B(OC(C)(C)C1(C)C)CCC2OCCO2

Description

This boronate ester features a 1,3-dioxolan-2-yl-modified ethyl linker that enhances stability and reactivity in Suzuki-Miyaura coupling. The tetramethyl-substituted dioxaborolane ring provides exceptional bench stability and moisture tolerance. Designed for efficient cross-coupling under standard conditions, it delivers high functional group compatibility and predictable reaction outcomes.

Application

2-(2-(1,3-Dioxolan-2-yl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its dioxolane-protected aldehyde functionality enables selective transformations under mild conditions, while the tetramethyl-substituted boronate moiety offers excellent functional group tolerance and compatibility with diverse coupling partners. The molecule functions as a versatile synthon in complex molecule assembly, particularly in medicinal chemistry and natural product synthesis workflows.

Synthesis

Route1
- In-stock
  
  18742-02-4
- In-stock
  
  73183-34-3
- ~61%
- In-stock
  
  1073354-07-0
References
- Yang, Chu-Ting; Zhang, Zhen-Qi; Tajuddin, Hazmi; Wu, Chen-Cheng; Liang, Jun; Liu, Jing-Hui; Fu, Yao; Czyzewska, Maria; Steel, Patrick G.; Marder, Todd B.; Liu, Lei Angewandte Chemie - International Edition, 2012 , vol. 51, # 2 p. 528 - 532

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 36.92
LogP 1.8416
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Dioxolane compounds

Key Words

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2-(2-(1,3-Dioxolan-2-yl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 1073354-07-0

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