14467-32-4

Usage

Uses

Used in Pharmaceutical Synthesis:
(S)-(+)-2-TERT-BUTYLAMINO-1-PHENYLETHAN& is used as a reactant in the synthesis of pharmaceuticals, leveraging its chiral properties to produce enantiomerically pure compounds. This is crucial for ensuring the desired biological activity and minimizing potential side effects associated with the presence of unwanted enantiomers.
Used in Organic Compound Synthesis:
In the field of organic chemistry, (S)-(+)-2-TERT-BUTYLAMINO-1-PHENYLETHAN& serves as a building block for the synthesis of various biologically active molecules. Its unique structure and chirality make it a valuable component in the creation of complex organic molecules with specific properties and functions.
Used in Chiral Chemical Production:
(S)-(+)-2-TERT-BUTYLAMINO-1-PHENYLETHAN& is utilized in the production of chiral chemicals, which are essential in various industries, including pharmaceuticals, agrochemicals, and fragrances. The ability to produce enantiomerically pure compounds from this chiral building block is vital for the development of high-quality and effective products.
Used in Research and Development:
In research settings, (S)-(+)-2-TERT-BUTYLAMINO-1-PHENYLETHAN& is employed as a starting material or intermediate in the development of new chemical processes and the synthesis of novel compounds. Its chiral nature provides a platform for exploring the effects of stereochemistry on chemical reactivity and biological activity.
Used in Asymmetric Catalysis:
(S)-(+)-2-TERT-BUTYLAMINO-1-PHENYLETHAN& can be used in asymmetric catalysis, a technique that allows for the selective formation of one enantiomer over another. This is particularly important in the synthesis of chiral drugs, where the desired enantiomer often exhibits the desired therapeutic effect, while the other may be inactive or even harmful.

InChI:InChI=1/C12H19NO/c1-12(2,3)13-9-11(14)10-7-5-4-6-8-10/h4-8,11,13-14H,9H2,1-3H3/t11-/m1/s1

Upstream product

• 96-09-3 styrene oxide 
• 75-64-9 tert-butylamine 
• 5577-67-3 trimethyl(tert-butylamino)silane 
• 1074-12-0 phenylglyoxal hydrate 
• 6956-56-5 2,2-dimethoxy-1-phenylethanone 
• 21504-13-2 2.5-Dihydroxy-3.6-diphenyl-1.4-dioxan 
• 100-52-7 benzaldehyde 
• 79866-39-0 2-(tert-butylamino)-1-phenylethanone hydrochloride 
• 91850-96-3 2-(tert-butylimino)-1-phenylethanone 
• 119072-55-8 tert-butylisonitrile 
• 100-42-5 styrene 
• 63174-13-0 bis(tert-butylimino)dioxoosmium 
• 50381-48-1 trioxo(N-tert-butylimido)osmium(VIII) 
• 7322-88-5 (S)-acetylmandelic acid 

Downstream Products

• 18366-49-9 1-tert-butyl-2-phenylaziridine 
• 18366-84-2 3-tert-butyl-5r-phenyl-[1,2,3]oxathiazolidine 2t-oxide 
• 18366-84-2 3-tert-butyl-5r-phenyl-[1,2,3]oxathiazolidine 2c-oxide 

Relevant academic research and scientific papers

Asymmetric Reduction of α-Ketoimines with Oxazaborolidine Catalysts: A Novel, Practical Approach to Chiral Arylethanolamines

Asymmetric borane reduction of α-ketoimines with oxazaborolidine catalysts has been studied.The ee's of the resulting arylethanolamines are uo to 93percent using 20 molpercent of the catalyst.

Process for preparing beta-aminoalcohol from terminal olefin

The invention provides a method for preparing beta-aminoalcohol from terminal olefin. The method comprises the following steps: with the terminal olefin as a raw material, adding dibromohydantoin, conducting stirring, and then adding organic amine to obtain corresponding beta-aminoalcohol. The method has the advantages of mild conditions, easy operation, cheap raw materials, and wide application prospect.

Efficient Synthesis of 2-Amino-1-Arylethanols Through a Lewis Base-Catalyzed SiCl4-Mediated Asymmetric Passerini-Type Reaction

We herein report, a practical and efficient strategy for the synthesis of enantiomerically enriched 2-amino-1-arylethanols, a structural motif commonly encountered in the family of β-adrenergic blockers or agonists, through a Lewis base-catalyzed SiClsub

Method for preparing beta-arylamino alcohol drugs such as tulobuterol, clorprenaline, dichloroisoprenaline and sotalol

The invention provides a method for preparing beta-arylamino alcohol drugs such as tulobuterol, clorprenaline, dichloroisoprenaline and sotalol. The beta-arylamino alcohol drugs have a chemical structure represented by a formula 4 shown in the description. The method comprises the following steps: (1) reacting arylethanone represented by a formula 1 shown in the description with a halogenating agent and sulfoxide to obtain arylglyoxal represented by a formula 2 shown in the description and or 1,1-dihydroxyarylethanone represented by a formula 3 shown in the description; and (2) performing a nucleophilic addition reaction on the arylglyoxal represented by the formula 2 and/or the 1,1-dihydroxyarylethanone represented by the formula 3 and an amine compound having a chemical formula of R1-NH2, and performing a reductive amination reaction in the presence of a reducing agent to obtain the beta-arylamino alcohol drugs.

Method for Ir/f-amphox high-efficiency synthesis of chiral α- C-amino alcohol by virtue of catalytic oxidation 1,2- of P-aminoketone by using one-aminoketone

The invention discloses a method for efficiently synthesizing chiral 1,2-amino alcohol by catalyzing alpha-aminoketone through Ir/f-amphox. A ligand f-amphox used by the method can be more easily synthesized; the reaction has the characteristics of enanti

TPT sulfonate, a single, oral dose schistosomicidal prodrug: In vivo efficacy, disposition and metabolic profiling

Treatment of schistosomiasis relies precariously on just one drug, praziquantel (PZQ). In the search for alternatives, 15 S-[2-(alkylamino)alkane] thiosulfuric acids were obtained from a previous research program and profiled in mice for efficacy against both mature (>42-day-old) and juvenile (21-day-old) Schistosoma mansoni using a screening dose of 100 mg/kg PO QDx4. One compound, S-[2-(tert-butylamino)-1-phenylethane] thiosulfuric acid (TPT sulfonate), was the most effective by decreasing female and male worm burdens by ≥ 90% and ≥46% (mature), and ≥89% and ≥79% (juvenile), respectively. In contrast, PZQ decreased mature female and male worm burdens by 95% and 94%, respectively, but was ineffective against juvenile stages. Against 7-day-old lung-stage worms, TPT sulfonate was only effective at twice the dose decreasing female and male burdens by 95 and 80%, respectively. Single oral doses at 400 and/or 600 mg/kg across various developmental time-points (1-, 7-, 15-, 21- and/or 42 day-old) were consistent with the QD x4 data; efficacy was strongest once the parasites had completed lung migration, and female and male burdens were decreased by at least 90% and 80%, respectively. In vitro, TPT sulfonate is inactive against the parasite suggesting a pro-drug mechanism of action. In mice, TPT sulfonate is fully absorbed and subject to rapid, non-CYP-mediated, first-pass metabolism that is initiated by desulfation and yields a series of metabolites. The initially-formed free thiol-containing metabolite, termed TP thiol, was chemically synthesized; it dose-dependently decreased S. mansoni and Schistosoma haematobium motility in vitro. Also, when administered as a single 50 mg/kg IP dose, TP thiol decreased 33-day-old S. mansoni female and male burdens by 35% and 44%, with less severe organomegaly. Overall, TPT sulfonate's efficacy profile is competitive with that of PZQ. Also, the characterization of a parasiticidal metabolite facilitates an understanding and improvement of the chemistry, and identification of the mechanism of action and/or target.

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

Continuous and convergent access to vicinyl amino alcohols

Five active pharmaceutical ingredients (APIs) containing the vicinyl amino alcohol moiety were synthesized using a convergent chemical assembly system. The continuous system is composed of four flow reaction modules: biphasic oxidation, Corey-Chaykovsky epoxidation, phenol alkylation, and epoxide aminolysis. Judicious choice of reagents and module order allowed for two classes of β-amino alcohols, aryl and aryloxy, to be synthesized in good (27-69%) overall yields.

One-pot synthesis of N-substituted β-amino alcohols from aldehydes and isocyanides

A practical two-stage one-pot synthesis of N-substituted β-amino alcohols using aldehydes and isocyanides as starting materials has been developed. This method features mild reaction conditions, broad scope, and general tolerance of functional groups. Based on a less common central carbon-carbon bond disconnection, this protocol complements traditional approaches that involve amines and various carbon electrophiles (epoxides, α-halo ketones, β-halohydrins). Medicinally relevant products can be prepared in a concise and efficient way from simple building blocks, as demonstrated in the synthesis of the antiasthma drug salbutamol. Upgrading the synthesis to an enantioselective variant is also feasible.

Efficient preparation of α-ketoacetals

The Weinreb amides 2a,b were prepared from the a,a-dimethoxyacetic acids 1c,d. A number of representative nucleophilic additions (RMgX and RLi) on 2 afforded a-ketoacetals 3a-j in 70-99% yield. These compounds represent a versatile arrangement of functional groups of significant synthetic value, as demonstrated in the synthesis of (±)-salbutamol.