β-Alanine tert-butyl ester hydrochloride
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β-Alanine tert-butyl ester hydrochloride

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β-Alanine Tert-butyl Ester Hydrochloride is a blocked carboxyl-terminus derivative of β-Alanine amino acid. It is used as a reactant or reagent in many synthesis such as synthesis of rhodamines from fluoresceins using Pd-catalyzed C-N cross-coupling.

Category
β−Amino Acids
Catalog number
BAT-007610
CAS number
58620-93-2
Molecular Formula
C7H15NO2·HCl
Molecular Weight
181.66
β-Alanine tert-butyl ester hydrochloride
IUPAC Name
tert-butyl 3-aminopropanoate;hydrochloride
Synonyms
β-Ala-OtBu HCl; tert-Butyl 3-aminopropanoate hydrochloride; H-beta-Ala-OtBu HCl; beta-Alanine t-butyl ester hydrochloride; beta-Alanine tert-butyl ester hydrochloride; H-BETA-ALA-OTBU HCl; 3-amino-propionic acid tert-butyl ester hydrochloride; β-Alanine t-Butyl Ester Hydrochloride; β-Alanine 1,1-Dimethylethyl Ester Hydrochloride; H BETA ALA OTBU HCl
Related CAS
15231-41-1 (free base)
Appearance
White to off-white powder
Purity
≥ 99% (HPLC)
Melting Point
153-163 °C
Boiling Point
233.9 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C7H15NO2.ClH/c1-7(2,3)10-6(9)4-5-8;/h4-5,8H2,1-3H3;1H
InChI Key
DOMTZTVJNZKUNX-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)CCN.Cl

β-Alanine tert-butyl ester hydrochloride, a versatile chemical compound with diverse applications in bioscience and beyond. Here are the key applications, each presented with a high degree of perplexity and burstiness:

Pharmaceutical Synthesis: Acting as a crucial intermediate in the synthesis of various pharmaceutical compounds, β-Alanine tert-butyl ester hydrochloride serves as a cornerstone for the development of drugs tailored to target specific diseases and conditions. Its exceptional stability and reactivity position it as an invaluable asset in the realm of medicinal chemistry research and precision drug design.

Peptide Synthesis: Critical in numerous biological processes and therapeutic endeavors, peptides are synthesized using this compound, necessitating the employment of protective groups like tert-butyl ester to enable selective reactions during peptide chain construction. β-Alanine tert-butyl ester hydrochloride plays a pivotal role in producing peptides of exceptional purity for both research endeavors and clinical applications.

Biochemical Research: In the realm of biochemical studies, this compound finds utility in elucidating enzyme activities and metabolic pathways. Its versatile nature allows it to function as a substrate or inhibitor in enzyme assays, shedding light on enzyme mechanisms and functionalities. This knowledge is indispensable for uncovering novel biochemical targets and advancing the development of enzyme-centric therapies.

Materials Science: Expanding its reach into the domain of materials science, this compound contributes significantly to the development of functionalized materials and polymers. Leveraging its unique chemical properties, researchers can modify polymers to enhance characteristics such as stability, solubility, and bio-compatibility. These tailored materials find applications in diverse areas including medical devices, drug delivery systems, and tissue engineering, showcasing the compound's versatility and impact in the field.

1.Mucosal acidification increases hydrogen sulfide release through up-regulating gene and protein expressions of cystathionine gamma-lyase in the rat gastric mucosa.
Mard SA1, Veisi A2, Ahangarpour A2, Gharib-Naseri MK2. Iran J Basic Med Sci. 2016 Feb;19(2):172-7.
OBJECTIVES: This study was performed to investigate the effects of mucosal acidification on mRNA expression and protein synthesis of cystathionine gamma lyase (CSE), cystathionine beta synthase (CBS), and mucosal release of H2S in gastric mucosa in rats.
2.DFT and experimental study on the mechanism of elemental mercury capture in the presence of HCl on α-Fe2O3 (001).
Liu T, Xue L, Guo X, Huang Y, Zheng C. Environ Sci Technol. 2016 Apr 15. [Epub ahead of print]
To investigate the mechanism of Hg0 adsorption on α-Fe2O3 (001) surface in the presence of HCl, which was considered to be beneficial for Hg0 removal, theoretical calculations based on density functional theory as well as corresponding experiments were carried out. HCl adsorption was firstly performed on α-Fe2O3(001) surface, and the Hg0 adsorption on HCl-adsorbed α-Fe2O3(001) surface was subsequently researched, demonstrating that HCl dissociates on the surface of α-Fe2O3, improving the Hg0 adsorption reactivity. With further chlorination of α-Fe2O3(001) surface, the FeCl3 could be achieved and the adsorption energy of Hg0 on FeCl3 surface reaches -104.2 kJ/mol, belonging to strong chemisorption. Meanwhile, a group of designed experiments, including the Hg0 adsorption on HCl pre-adsorbed α-Fe2O3 as well as the co-adsorption of both gaseous components, were respectively performed to explore the pathways of Hg0 transformation. Combining computational and experimental results together, the Eley-Rideal mechanism with HCl pre-adsorption can be determined.
3.Fate and transport with material response characterization of green sorption media for copper removal via desorption process.
Chang NB1, Houmann C2, Lin KS3, Wanielista M2. Chemosphere. 2016 Apr 12;154:444-453. doi: 10.1016/j.chemosphere.2016.03.130. [Epub ahead of print]
Multiple adsorption and desorption cycles are required to achieve the reliable operation of copper removal and recovery. A green sorption media mixture composed of recycled tire chunk, expanded clay aggregate, and coconut coir was evaluated in this study for its desorptive characteristics as a companion study of the corresponding adsorption process in an earlier publication. We conducted a screening of potential desorbing agents, batch desorption equilibrium and kinetic studies, and batch tests through 3 adsorption/desorption cycles. The desorbing agent screening revealed that hydrochloric acid has good potential for copper desorption. Equilibrium data fit the Freundlich isotherm, whereas kinetic data had high correlation with the Lagergren pseudo second-order model and revealed a rapid desorption reaction. Batch equilibrium data over 3 adsorption/desorption cycles showed that the coconut coir and media mixture were the most resilient, demonstrating they could be used through 3 or more adsorption/desorption cycles.
4.A hydrometallurgical process for recovering total metal values from waste monolithic ceramic capacitors.
Prabaharan G1, Barik SP2, Kumar B1. Waste Manag. 2016 Apr 12. pii: S0956-053X(16)30173-8. doi: 10.1016/j.wasman.2016.04.010. [Epub ahead of print]
A hydrometallurgical process for recovering the total metal values from waste monolithic ceramic capacitors was investigated. The process parameters such as time, temperature, acid concentration, hydrogen peroxide concentration and other reagents (amount of zinc dust and sodium formate) were optimized. Base metals such as Ba, Ti, Sn, Cu and Ni are leached out in two stages using HCl in stage 1 and HCl with H2O2 in stage 2. More than 99% of leaching efficiency for base metals (Cu, Ni, Ba, Ti and Sn) was achieved. Precious metals such as Au and Pd are leached out using aquaregia and nitric acid was used for the leaching of Ag. Base metals (Ba, Ti, Sn, Cu and Ni) are recovered by selective precipitation using H2SO4 and NaOH solution. In case of precious metals, Au and Pd from the leach solution were precipitated out using sodium metabisulphite and sodium formate, respectively. Sodium chloride was used for the precipitation of Ag from leach solution.
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