(E)-2-(3-Methoxyprop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane,98%(stabilized with TBC)

Name: (E)-2-(3-Methoxyprop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane,98%(stabilized with TBC)
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CAS No. 165059-42-7
Cat. No. CS-0129099
Purity98%(stabilized with TBC)
MDL No.MFCD05664297

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(E)-2-(3-Methoxyprop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane,98%(stabilized with TBC)|CS-0129099

Structure of 165059-42-7

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General Information

CAS No. 165059-42-7
Cat. No. CS-0129099
Purity 98%(stabilized with TBC)
MDL No. MFCD05664297
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₉BO₃
Molecular Weight 198.07
Synonym(s) trans-3-Methoxy-1-propenylboronic acid pinacol ester
SMILES CC1(C)C(C)(C)OB(/C=C/COC)O1

Description

This boronate ester features a (E)-configured 3-methoxyprop-1-en-1-yl group paired with a tetramethyl-1,3,2-dioxaborolane core, delivering enhanced stability and reactivity in cross-coupling processes. The TBC-stabilized formulation ensures prolonged shelf life and reliable performance under standard conditions.

Application

(E)-2-(3-Methoxyprop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-friendly boron building block for Suzuki-Miyaura cross-coupling reactions. Its (E)-configured vinyl moiety enables stereoselective coupling with aryl and heteroaryl halides, facilitating efficient construction of conjugated enone systems. The tetramethyl-substituted dioxaborolane ring enhances air and moisture stability, while the methoxy group provides orthogonal functionality for downstream transformations. Ideal for iterative synthesis in medicinal chemistry and materials science.

Synthesis

Route1
- 25015-63-8
- 627-41-8
- ~78%
- In-stock
  
  165059-42-7
References
- Shirakawa, Kazuya; Arase, Akira; Hoshi, Masayuki Synthesis, 2004 , # 11 p. 1814 - 1820
Route2
- In-stock
  
  76-09-5
- 331677-55-5
- ~%
- In-stock
  
  165059-42-7
References
- Synthesis, , # 11 p. 1814 - 1820

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 27.69
LogP 1.8204
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Olefins

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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(E)-2-(3-Methoxyprop-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane,98%(stabilized with TBC)

CAS No. 165059-42-7

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