1073354-86-5 | E-2-(3,5-Dimethoxyphenyl)vinylboronic acid pinacol ester

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$79.00	$55.00
1g	98%	in stock	$110.00	$77.00
5g	98%	in stock	$439.00	$307.00

Description

• Catalog Number: AB55328
• Chemical Name: E-2-(3,5-Dimethoxyphenyl)vinylboronic acid pinacol ester
• CAS Number: 1073354-86-5
• Molecular Formula: C16H23BO4
• Molecular Weight: 290.1624
• MDL Number: MFCD09038437
• SMILES: COc1cc(/C=C/B2OC(C(O2)(C)C)(C)C)cc(c1)OC

Computed Properties

• Complexity: 353
• Covalently-Bonded Unit Count: 1
• Defined Bond Stereocenter Count: 1
• Heavy Atom Count: 21
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4

Upstream Synthesis Route

(E)-2-(3,5-Dimethoxystyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a versatile compound widely used in chemical synthesis as a key building block in various reactions. Its unique structure and reactivity make it a valuable tool for organic chemists in the creation of diverse molecules.One important application of this compound is its role as a boron-containing reagent in Suzuki-Miyaura cross-coupling reactions. In this process, (E)-2-(3,5-Dimethoxystyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane reacts with an organic halide in the presence of a palladium catalyst to form a carbon-carbon bond. This reaction is particularly useful for the synthesis of pharmaceuticals, agrochemicals, and materials with specific properties.Additionally, (E)-2-(3,5-Dimethoxystyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane can be utilized in the preparation of functionalized styrenes, which are important intermediates in organic chemistry. Its ability to undergo selective transformations allows for the introduction of various functional groups, enabling the efficient construction of complex molecules.Furthermore, this compound can participate in other valuable transformations such as Heck reactions, Sonogashira couplings, and Stille cross-couplings, expanding its utility in the synthesis of diverse organic compounds. Overall, (E)-2-(3,5-Dimethoxystyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a versatile and indispensable reagent in modern organic synthesis, facilitating the construction of intricate molecular structures with precision and efficiency.