787615-14-9

Usage

Uses

Used in Pharmaceutical Synthesis:
3-(4-BROMOPHENYL)-DL-BETA-ALANINOL is used as an intermediate in the synthesis of pharmaceuticals for its ability to be chemically modified, facilitating the creation of new compounds with therapeutic potential.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 3-(4-BROMOPHENYL)-DL-BETA-ALANINOL is utilized as a versatile building block, enabling the development of diverse compounds with various biological activities and properties.
Used in Drug Discovery and Development:
3-(4-BROMOPHENYL)-DL-BETA-ALANINOL is employed in drug discovery and development due to its unique structure and the potential for it to exhibit biological activities that could be harnessed for therapeutic purposes.

InChI:InChI=1/C9H12BrNO/c10-8-3-1-7(2-4-8)9(11)5-6-12/h1-4,9,12H,5-6,11H2

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 39773-47-2 3-amino-3-(4'-bromophenyl)propanoic acid 

Downstream Products

• 1147392-62-8 4-(4-bromophenyl)-1,3-oxazinan-2-one 

Relevant academic research and scientific papers

Site-Specific C(sp3)–H Aminations of Imidates and Amidines Enabled by Covalently Tethered Distonic Radical Anions

The utilization of N-centered radicals to synthesize nitrogen-containing compounds has attracted considerable attention recently, due to their powerful reactivities and the concomitant construction of C?N bonds. However, the generation and control of N-centered radicals remain particularly challenging. We report a tethering strategy using SOMO-HOMO-converted distonic radical anions for the site-specific aminations of imidates and amidines with aid of the non-covalent interaction. This reaction features a remarkably broad substrate scope and also enables the late-stage functionalization of bioactive molecules. Furthermore, the reaction mechanism is thoroughly investigated through kinetic studies, Raman spectroscopy, electron paramagnetic resonance spectroscopy, and density functional theory calculations, revealing that the aminations likely involve direct homolytic cleavage of N?H bonds and subsequently controllable 1,5 or 1,6 hydrogen atom transfer.

Base-induced Sommelet–Hauser rearrangement of N-(α-(2-oxyethyl)branched)benzylic glycine ester-derived ammonium salts via a chelated intermediate

The base-induced Sommelet–Hauser (S–H) rearrangement of N-(α-branched)benzylic glycine ester-derived ammonium salts 1 was investigated. When the α-branched substituent was a simple alkyl, such as a methyl or butyl, desired S–H rearrangement product 2 was obtained in low yield with formation of the [1,2] Stevens rearranged 4 and Hofmann eliminated products 5 and 6. However, when the α-branched substituent had a 2-oxy moiety, such as 2-acetoxyethyl or 2-benzoyloxyethyl, the yields of 2 were improved. These results could be explained by formation of chelated intermediate C that stabilizes the carbanionic ylide, and the subsequent initial dearomative [2,3] sigmatropic rearrangement would be accelerated. The existence of C was supported by mechanistic experiments. This enhancement effect is not very strong or effective; however, it will expand the synthetic usefulness of ammonium ylide rearrangements.