6273-86-5

Usage

Uses

Used in Pharmaceutical and Medicinal Applications:
2-(butylamino)-1-phenylethanol is used as a precursor in the synthesis of various drugs, leveraging its amine and alcohol functional groups to form complex molecular structures.
Used in Fragrance and Flavoring Compounds:
2-(butylamino)-1-phenylethanol is utilized in the production of fragrances and flavorings due to its unique chemical structure, which can contribute to the development of novel scents and tastes.
Used in Cosmetic and Personal Care Products:
2-(butylamino)-1-phenylethanol may function as a surfactant or emulsifier in cosmetic and personal care formulations, helping to stabilize mixtures and improve the performance of these products.

Upstream product

• 96-09-3 styrene oxide 
• 109-73-9 N-butylamine 
• 17539-81-0 3-n-butyl-5-phenyloxazolidin-2-one 
• 542-69-8 1-iodo-butane 
• 64-17-5 ethanol 
• 110-68-9 N-n-butyl-N-methylamine 
• 100-52-7 benzaldehyde 

Downstream Products

• 100319-49-1 N-Butyl-2-brom-2-phenyl-aethylamin 
• 17539-81-0 3-n-butyl-5-phenyloxazolidin-2-one 
• 136912-53-3 1-butyl-2-phenylaziridine 
• 75-07-0 acetaldehyde 
• 1032818-06-6 (S)-3-butyl-5-phenyloxazolidin-2-one 

Relevant academic research and scientific papers

A Thiophene-2-carboxamide-Functionalized Zr(IV) Organic Framework as a Prolific and Recyclable Heterogeneous Catalyst for Regioselective Ring Opening of Epoxides

A new thiophene-2-carboxamide-functionalized Zr-UiO-66 MOF (1) was synthesized by employing a traditional solvothermal procedure. Compound 1 displayed high thermal (up to 340 °C under an Ar atmosphere) and chemical stability (in water, 1 M HCl, and acetic acid). A nitrogen physisorption measurement with the activated form of 1 (denoted 1) exhibited a BET surface area (781 m2/g) despite attachment of a bulky side chain with the linker molecule. Compound 1 was able to heterogeneously catalyze the ring-opening reaction of epoxides with amines. Catalyst 1 exhibited significant yields as well as wide substrate scope in the ring opening of epoxides by means of amines. It also displayed better catalytic performance in comparison to known MOF catalysts such as Cu3(BTC)2, Fe(BTC) (BTC: 1, 3, 5-benzenetricarboxylate), and Zr-UiO-66. Control experiments were performed with free linker, Zr(IV) salt and without catalyst 1, confirming the exclusive role of 1 in the catalytic reaction. The reusability characteristics of catalyst 1 was established for up to five consecutive catalytic cycles. The synthesis and characterization of the linker molecule, material 1, and 1 and mechanism of the catalysis reaction were studied elaborately.

β-amino alcohols and their respective 2-phenyl-N-alkyl aziridines as potential DNA minor groove binders

It is known that aziridines and nitrogen mustards exert their biological activities, especially in chemotherapy, via DNA alkylation. The studied scaffold, 2-phenyl-1-aziridine, provides a distinct conformation compared to commonly used aziridines, and the

Post-synthesis of Zr-MOR as a robust solid acid catalyst for the ring-opening aminolysis of epoxides

Zirconosilicate with the MOR topology (Zr-MOR) was successfully prepared using a two-step post-synthesis strategy from pre-dealumination of a H-MOR zeolite and subsequent dry impregnation of Cp2ZrCl2. The incorporated Zr species main

Synthesis of chiral oxazolidinone derivatives through lipase-catalyzed kinetic resolution

The synthesis of enantioenriched oxazolidinone derivatives through lipase-catalyzed kinetic resolution is described. The synthesis comprised a two-step, cascade acylation in one pot, resulting in a range of oxazolidinone derivatives in good yields and exc

Optimization of immobilization conditions of Mucor miehei lipase onto Florisil via polysuccinimide spacer arm using response surface methodology and application of immobilized lipase in asymmetric acylation of 2-amino-1-phenylethanols

In this study, the immobilization of Mucor miehei lipase onto Florisil support via polysuccinimide spacer arm was scrutinized by using a 3-factor and 3-level Box-Behnken design. The independent parameters were immobilization pH, immobilization time and initial lipase concentration and the response was the specific activity of immobilized lipase. A quadratic equation was used to explain the relationship between the response and independent parameters. After analysis of variance test, coefficient of determination and adjusted coefficient of determination values were estimated as 0.98 and 0.94, respectively. The optimal immobilization pH, immobilization time and initial lipase concentration were determined as 6.0, 7 h and 1.1 mg mL-1, respectively, after desirability analysis. The specific activity values for three individual experiments were observed as 25.88 ± 0.73, 26.06 ± 0.47 and 25.96 ± 0.52 U mg protein-1 under the optimized conditions. The hydrolytic activities of free and immobilized lipase preparations were characterized using p-nitrophenyl palmitate as substrate. The esterification activity of immobilized lipase preparation was evaluated by asymmetric acylation of 2-(methylamino)-1-phenylethanol, 2-(ethylamino)-1- phenylethanol, 2-(butylamino)-1-phenylethanol, and 2-(hexylamino)-1- phenylethanol with vinyl acetate. The acylation protocol was optimized in terms of the effects of initial water amount, reaction temperature, molar ratio of amino alcohol to vinyl acetate, biocatalyst loading, organic medium and kind of lipases used. The developed protocol provided a facile methodology for the preparation of enantiopure 2-amino-1-phenylethanols which may be used as potential new β-adrenergic receptor antagonists.

Highly efficient and green chemical synthesis of imidazolyl alcohols and N-imidazolyl functionalized β-amino compounds using nanocrystalline ZSM-5 catalysts

A solvent free protocol is developed for the synthesis of imidazolyl alcohols and N-imidazolyl functionalized β-amino compounds. Imidazolyl alcohols were synthesized by the ring opening of epoxides with imidazoles and N-imidazolyl functionalized β-amino compounds were synthesized by the hydroamination reaction of imidazoles and activated olefins. These reactions were catalyzed by a variety of crystalline heterogeneous catalysts such as Al/Zr substituted nanocrystalline ZSM-5 (M-Nano-ZSM-5), conventional M-ZSM-5 (where M = Zr, Al), and Zr substituted amorphous mesoporous catalysts (Zr-SBA-15 and Zr-KIT-6). Among these catalysts, nanocrystalline Zr-Nano-ZSM-5 exhibited the highest activity and regioselectivity. Structure activity relationship is explained based on the catalytic activity, acidity measurements, reactivity of reactants (imidazoles/epoxides/methyl acrylate), competitive adsorption, nature, and type of catalysts. Zr-Nano-ZSM-5 exhibited exceptionally high catalytic activity compared to the catalysts reported in the literature for the synthesis of imidazolyl alcohols and other imidazole derivatives.

Immobilized Pseudomonas sp. lipase: A powerful biocatalyst for asymmetric acylation of (±)-2-amino-1-phenylethanols with vinyl acetate

Pseudomonas sp. lipase was immobilized onto glutaraldehyde-activated Florisil support via Schiff base formation and stabilized by reducing Schiff base with sodium cyanoborohydride. The immobilization performance was evaluated in terms of bound

Thiourea catalyzed aminolysis of epoxides under solvent free conditions. Electronic control of regioselective ring opening

A reactant economizing process for the regioselective aminolysis of epoxides using equimolar quantities of reactants catalyzed by the double hydrogen bond donor N,N′-bis[3,5-bis(trifluoromethyl)phenyl]thiourea is reported. Regioselectivity of the reaction

Regioselective ring-opening of epoxides with amines using Zn(ClO4)2-Al2O3 as a heterogeneous and recyclable catalyst

A simple and efficient method has been developed for the synthesis of β-amino alcohols by regioselective ring-opening of epoxides with amines in the presence of zinc perchlorate-neutral alumina as a heterogeneous recyclable catalyst at room temperature in high yields.

Sn(OTf)2 catalysed regioselective styrene oxide ring opening with aromatic amines

Sn(OTf)2 is an efficient and versatile catalyst for the highly regioselective opening of styrene oxide with aromatic amines, which allowed for the preparation of fourteen 2-arylamino-2-phenylethanols, some of them described here for the first time (6g, 6i, 6j, 6k and 6m). Sn(OTf)2 also catalyses the opening of styrene oxide with aliphatic amines in moderate to high yields but with a lower degree of regioselectivity. 2-Akylamino-1-phenylethanols are the predominant products when moderate to high regioselectivity is observed (compounds 4b, 4c and 4d). This is the first report of the use of Sn(OTf)2 to catalyse the opening of an epoxide by aliphatic amines.