874299-09-9

Basic information

• Product Name: 1-(tert-butyl)-3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea
• CAS NO: 874299-09-9
• Molecular Weight: 318.224
• Mol File: 874299-09-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-(tert-butyl)-3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(tert-butyl)-3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea(874299-09-9)
• EPA Substance Registry System: 1-(tert-butyl)-3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea(874299-09-9)

Safety Data

• Hazardous Substances Data: 874299-09-9(Hazardous Substances Data)

Usage

Functional groups

Urea derivative, tert-butyl group, 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl group

Structure

The urea derivative has a nitrogen atom with a tert-butyl group and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl group attached to it.

Applications

Building block in organic synthesis and medicinal chemistry, potential pharmaceutical applications, versatile reagent for the preparation of biologically active compounds and drug candidates.

Cross-coupling reactions

The boron-containing moiety can be used in cross-coupling reactions to form C-N, C-O, and C-C bonds, making it valuable for the synthesis of complex organic molecules.

Upstream product

• 787591-43-9 2-(3-isocyanatophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 75-64-9 tert-butylamine 
• 73183-34-3 bis(pinacol)diborane 
• 25216-72-2 3-bromophenyl carbamic acid methyl ester 
• 591-19-5 m-Bromoaniline 

Relevant articles and documents

Synthesis, crystal structure and vibrational properties of N-(8-(3-(3-(tert-butyl)ureido)phenyl)imidazo[1,2-a]pyridin-6-yl)acetamide

Derivatives of imidazo[1,2-a]pyridine, a type of fused heterocyclic substance, play major roles in the chemical fields and are confirmed to be the core fragments of various drug molecules. In this study, the title compound was designed and synthesized from the coupling reaction of N-(8-iodoimidazo[1,2-a]pyridin-6-yl)acetamide and 1-(tert-butyl)-3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea. The crystals of the title compound were obtained by solvent evaporation at room temperature. The structure of N-(8-(3-(3-(tert-butyl)ureido)phenyl)imidazo[1,2-a]pyridin-6-yl)acetamide was demonstrated by 1H NMR, 13C NMR, FT-IR and single crystal X-ray diffraction studies. Additionally, theoretical calculations, based on the density functional method B3LYP at the 6-311+G(d, p) level, were performed on the title compound, and the molecular structure optimized using DFT was consistent with the results obtained using X-ray diffraction. In addition, hydrogen bonding, intramolecular π–π stacking and the Van der Waals forces significantly stabilized of N-(8-(3-(3-(tert-butyl)ureido)phenyl)imidazo[1,2-a]pyridin-6-yl)acetamide, as shown in the packing diagram. Moreover, the vibrations of the title compound were reliably assigned on the basis of characteristic vibrational absorption bands. Finally, frontier molecular orbital (FMO) was employed to verify the charge transfer interaction involving the electron acceptor and electron donor groups.