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Home  > Chemistry  > Heterocyclic Building Blocks  > Piperidines  > (E)-tert-Butyl 4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)piperidine-1-carboxylate

AV18831

1160924-51-5 | (E)-tert-Butyl 4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)piperidine-1-carboxylate

Packsize Purity Availability Price Discounted Price    Quantity
100mg 97% in stock $43.00 $31.00 -   +
250mg 97% in stock $97.00 $68.00 -   +
1g 97% in stock $253.00 $178.00 -   +
5g 97% in stock $1,216.00 $852.00 -   +

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*All prices are in USD.

Description
Catalog Number: AV18831
Chemical Name: (E)-tert-Butyl 4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)piperidine-1-carboxylate
CAS Number: 1160924-51-5
Molecular Formula: C18H32BNO4
Molecular Weight: 337.262
MDL Number: MFCD28388343
SMILES: O=C(N1CCC(CC1)/C=C/B1OC(C(O1)(C)C)(C)C)OC(C)(C)C

 

Computed Properties
Complexity: 472  
Covalently-Bonded Unit Count: 1  
Defined Bond Stereocenter Count: 1  
Heavy Atom Count: 24  
Hydrogen Bond Acceptor Count: 4  
Rotatable Bond Count: 4  

 

 

Upstream Synthesis Route
  • The (E)-(2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)vinyl)boronic acid pinacol ester is a versatile compound commonly utilized in chemical synthesis for the formation of carbon-carbon bonds. This compound serves as a valuable building block in organic synthesis, particularly in the field of medicinal chemistry and drug development.One of the key applications of (E)-(2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)vinyl)boronic acid pinacol ester is its effectiveness in Suzuki-Miyaura cross-coupling reactions. By coupling this boronic acid pinacol ester with various aryl halides or pseudohalides in the presence of a palladium catalyst, chemists can efficiently construct complex organic molecules with high regio- and stereo-selectivity.Furthermore, the (E)-(2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)vinyl)boronic acid pinacol ester can also be employed in other types of carbon-carbon bond-forming reactions such as Heck and Sonogashira couplings. Its structural features make it a valuable tool for the synthesis of bioactive compounds, natural products, and pharmaceutical intermediates.In summary, the (E)-(2-(1-(tert-Butoxycarbonyl)piperidin-4-yl)vinyl)boronic acid pinacol ester plays a crucial role in modern organic synthesis by enabling efficient and selective formation of carbon-carbon bonds, making it an indispensable component in the toolbox of synthetic chemists.
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