316363-65-2

Usage

Uses

Used in Pharmaceutical Industry:
(R)-Ν-(1-phenylethyl)methanesulfonamide is used as a reactant for the extremely efficient synthesis of N-acyl sulfunamides, which are important intermediates in the development of pharmaceutical compounds. (R)-Ν-(1-phenylethyl)methanesulfonamide's reactivity and versatility make it a valuable asset in the synthesis of various drugs, contributing to the advancement of novel therapeutic agents.
Used in Chemical Synthesis:
In the field of chemical synthesis, (R)-Ν-(1-phenylethyl)methanesulfonamide serves as a key building block for the creation of more complex molecules. Its unique structure allows for further functionalization and modification, enabling the development of new compounds with potential applications in various industries, including materials science, agrochemicals, and specialty chemicals.

Upstream product

• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 124-63-0 methanesulfonyl chloride 
• 69380-83-2 N-(1-phenylethylidene)methanesulfonamide 
• 201230-82-2 carbon monoxide 
• 221341-42-0 α-(methanesulfonylamido)ethylbenzene 
• 544-97-8 dimethyl zinc(II) 
• 73845-05-3 (E)-N-benzylidenemethanesulfonamide 

Relevant academic research and scientific papers

Catalytic asymmetric oxidative carbonylation-induced kinetic resolution of sterically hindered benzylamines to chiral isoindolinones

A highly enantioselective kinetic resolution of sterically hindered benzylamines has been achieved for the first time through transition-metal-catalyzed oxidative carbonylation, in which the new KR strategy offered a new approach to afford chiral isoindolinones (er up to 97?:?3) and the origin of chemoselectivity and stereoselectivity was confirmed by density functional theory (DFT) calculations.

Nickel-Catalyzed Asymmetric Transfer Hydrogenation and α-Selective Deuteration of N-Sulfonyl Imines with Alcohols: Access to α-Deuterated Chiral Amines

A nickel-catalyzed enantioselective transfer hydrogenation and deuteration of N-sulfonyl imines was developed. Excellent α-selectivity and high deuterium content were achieved by using inexpensive 2-propanol-d8 as a deuterium source. As a highlight, no deuteration of β-C-H and the remote C-H of N-sulfonyl amines occurred, which is hard to achieve using other imines or by hydrogen isotope exchange with D2O. Mechanism studies indicated a stepwise pathway through the [Ni-D] intermediate.

Asymmetric Stepwise Reductive Amination of Sulfonamides, Sulfamates, and a Phosphinamide by Nickel Catalysis

Asymmetric reductive amination of poorly nucleophilic sulfonamides was realized in the presence of nickel catalysts and titanium alkoxide. A wide range of ketones, including enolizable ketones and some biaryl ones, were converted into sulfonamides in excellent enantiomeric excess. The cyclization of sulfamates and intermolecular reductive amination of a diarylphosphinamide were also successful. Formic acid was used as a safe and economic surrogate of high-pressure hydrogen gas.

Pd/Zn(OTf)2 Co-Catalyzed Asymmetric Hydrogenation of Imines under Normal Pressure of Hydrogen

An efficient method for the asymmetric hydrogenation of cyclic and acyclic N-sulfonylimines co-catalyzed by Pd/Zn(OTf)2 using hydrogen gas under ambient pressure was developed. The methodology offers an easy access to generate chiral sulfonylam

Preparation method for chiral sulfonamide organic compound

The invention discloses a preparation method for a chiral sulfonamide organic compound. The preparation method for the chiral sulfonamide organic compound is characterized in that a sulfonimide compound and hydrogen serve as reaction raw materials, and a

Asymmetric transfer hydrogenation reactions of: N -sulfonylimines by using alcohols as hydrogen sources

A palladium/zinc co-catalytic system was established and successfully utilized in the asymmetric transfer hydrogenation reactions of N-sulfonylimines with alcohols as hydrogen sources. Simple alcohols such as methanol, ethanol and benzyl alcohols are all

Efficient and Flexible Synthesis of Highly Functionalised 4-Aminooxazoles by a Gold-Catalysed Intermolecular Formal [3+2] Dipolar Cycloaddition

Oxazoles are important motifs within bioactive and functional materials. Complex, fully substituted and functionalised 4-aminooxazoles are accessed by an efficient intermolecular reaction between an ynamide and an N-acylpyridinium N-aminide in the presence of a gold catalyst. The formal [3+2] dipolar cycloaddition employs a nucleophilic nitrenoid approach to access the 1,3-N,O-dipole character in a controllable fashion. The selectivity for a cycloaddition pathway provides a stark contrast against the indiscriminate reactivity of electrophilic acyl nitrenes. Protocols for the formation of acyl-functionalised aminides are reported from accessible precursors including carboxylic esters and acids. The function of these aminides in the oxazole-forming reaction has been explored and it is shown that substantial elaboration is accommodated despite proximity to the reactive centre. As a result functional oxazole-based motifs, such as chiral oxazoles with biologically pertinent substitution patterns, are readily accessible. The use of ynamide types that are unexplored or little used in gold catalysis has been evaluated. Unusual all-heteroatom substitution patterns around the oxazole are shown to be accessible using thio-ynamides. The study shows that a close stoichiometry of reactants is suitable alongside relatively low loadings of the bench-stable precatalysts in practically straightforward multi-mmol scale reactions. The efficiency and flexibility of this regioselective intermolecular preparation is demonstrated in the ready synthesis of oxazoles with substantial structural and functional group variation.

TETRAHYDRO-CYCLOPENTYL PYRAZOLE CANNABINOID MODULATORS

This invention is directed to a tetrahydro-cyclopentyl pyrazole cannabinoid modulator compound of formula (I): and a method for use in treating, ameliorating or preventing a cannabinoid receptor mediated syndrome, disorder or disease.

Tetrahydrothiopyrano pyrazole cannabinoid modulators

The invention relates to a CB modulator compound of Formula (I) or a pharmaceutically acceptable form thereof and a method for use in treating, ameliorating or preventing a CB receptor mediated syndrome, disorder or disease.

Tetrahydro-indazole cannabinoid modulators

This invention is directed to a tetrahydro-indazole cannabinoid modulator compound of formula I: and a method for use in treating, ameliorating or preventing a cannabinoid receptor mediated syndrome, disorder or disease.