1190095-10-3

Basic information

• Product Name: 4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid
• Synonyms: 4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid;4-(4-t-BOC-Piperazinomethyl)phenylboronic acid
• CAS NO: 1190095-10-3
• Molecular Formula: C₁₆H₂₅BN₂O₄
• Molecular Weight: 320.1917
• Product Categories: Boronate Ester;Boronic Acid;Potassium Trifluoroborate
• Mol File: 1190095-10-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 143-145 °C
• Boiling Point: 462.8±55.0 °C(Predicted)
• Appearance: /
• Density: 1.19±0.1 g/cm3(Predicted)
• PKA: 8.61±0.16(Predicted)
• CAS DataBase Reference: 4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid(1190095-10-3)
• EPA Substance Registry System: 4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid(1190095-10-3)

Safety Data

• Hazardous Substances Data: 1190095-10-3(Hazardous Substances Data)

Usage

Description

4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid is a chemical compound with the molecular formula C14H22BNO3. It is characterized by the presence of a boronic acid group, a tert-butoxycarbonyl group, and a piperazin-1-ylmethyl group attached to a phenyl ring. 4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid is known for its versatile chemical properties and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid is used as a reagent for the preparation of thienopyrimidine and furopyrimidine derivatives. These derivatives serve as inhibitors of epidermal growth factor receptor (EGFR) and vascular endothelial growth factor receptor (VEGFR), which are important targets for the treatment of various diseases, including cancer.
Used in Chemical Synthesis:
4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid is also utilized in the preparation of borinic acids and esters. It can be synthesized through the hydrolysis of potassium organotrifluoroborates with silica gel and water, which is a crucial step in the development of various chemical products and materials.

Upstream product

• 87199-17-5 4-formylphenylboronic acid, 
• 57260-71-6 1-t-Butoxycarbonylpiperazine 

Relevant articles and documents

Thienopyrimidine and furan and pyrimidine derivatives, its preparation process and its use in medicine

Disclosed are thienopyrimidine and furopyrimidine derivatives, the preparation method thereof and the medical use thereof. The derivatives have a structure as shown in formula V. The thienopyrimidine and furopyrimidine derivatives provided in the present invention have dominant EGFR inhibiting activity, and some of these compounds also have dominant inhibiting activity against VEGFR; therefore, same can expect to be developed as tyrosine kinase EGFR and/or VEGFR inhibitors, and to be used for preparing the drugs for preventing or treating the diseases related to epidermal growth factor receptor EGFR and/or vascular endothelial growth factor receptor VEGFR. Provided is a new development direction and approach for developing novel tyrosine kinase inhibitor drugs having low drug resistance or able to relieve drug resistance to the inhibitor in the early stages, thereby having extensive application prospects and medical value.

Efficient hydrolysis of organotrifluoroborates via silica gel and water

(Chemical Equation Presented) A general, mild, and efficient method for the hydrolysis of organotrifluoroborates to unveil boronic acids using silica gel and H2O was developed. This method proved to be tolerant of a broad range of aryl-, heteroaryl-, alkenyl-, and alkyltrifluoroborates as well as structurally diverse aminomethylated organotrifluoroborates.As anticipated, electron-rich substrates provided the corresponding boronic acids more readily than electron-poor substrates, owing to the resonance-stabilized difluoroborane intermediate. The method developed was expanded further for the conversion of organotrifluoroborates to the corresponding boronate esters. 2009 American Chemical Society.