1222073-99-5

Usage

Uses

Used in Pharmaceutical Industry:
(R)-1-(N-ethyl-N-methylaminocarbonyloxy)-3-(1-acetoxyethyl) benzene is used as an intermediate compound for the synthesis of various pharmaceutical products due to the presence of the carbamate group, which is known for its applications in drug development.
Used in Agrochemical Industry:
In the agrochemical industry, (R)-1-(N-ethyl-N-methylaminocarbonyloxy)-3-(1-acetoxyethyl) benzene is used as a building block for the creation of new pesticides, leveraging the properties of the carbamate group to enhance the effectiveness and selectivity of these products.
Used in Organic Synthesis:
(R)-1-(N-ethyl-N-methylaminocarbonyloxy)-3-(1-acetoxyethyl) benzene is used as a key component in organic synthesis, particularly for the development of complex organic molecules that require the unique structural features provided by the carbamate and acetoxyethyl groups.

Upstream product

• 108-22-5 Isopropenyl acetate 
• 1222073-98-4 rac-1-(N-ethyl-N-methylaminocarbonyloxy)-3-(1-hydroxyethyl)benzene 
• 108-05-4 vinyl acetate 
• 855300-09-3 1-(N-ethyl-N-methylaminocarbonyloxy)-3-acetylbenzene 
• 1361513-76-9 1-(3-((ethyl(methyl)carbamoyl)oxy)phenyl)vinyl acetate 
• 121-71-1 3-Hydroxyacetophenone 

Downstream Products

• 856408-80-5 (R)-N-ethyl-N-methylcarbamic acid-3-(1-hydroxyethyl)phenyl ester 
• 123441-03-2 rivastigmin 

Relevant academic research and scientific papers

A General Catalytic Method for Highly Cost- and Atom-Efficient Nucleophilic Substitutions

A general formamide-catalyzed protocol for the efficient transformation of alcohols into alkyl chlorides, which is promoted by substoichiometric amounts (down to 34 mol %) of inexpensive trichlorotriazine (TCT), is introduced. This is the first example of a TCT-mediated dihydroxychlorination of an OH-containing substrate (e.g., alcohols and carboxylic acids) in which all three chlorine atoms of TCT are transferred to the starting material. The consequently enhanced atom economy facilitates a significantly improved waste balance (E-factors down to 4), cost efficiency, and scalability (>50 g). Furthermore, the current procedure is distinguished by high levels of functional-group compatibility and stereoselectivity, as only weakly acidic cyanuric acid is released as exclusive byproduct. Finally, a one-pot protocol for the preparation of amines, azides, ethers, and sulfides enabled the synthesis of the drug rivastigmine with twofold SN2 inversion, which demonstrates the high practical value of the presented method.

Enantioselective access to chiral drugs by using asymmetric hydrogenation catalyzed by Rh(P-OP) complexes

P-OP art: Rhodium complexes of P-OP ligands serve as highly efficient and enantioselective catalysts in asymmetric hydrogenation leading to various valuable pharmaceutical building blocks and several direct precursors of chiral drugs such as LY2497282, la

Chemoenzymatic synthesis of rivastigmine via dynamic kinetic resolution as a key step

A practical and efficient procedure for the synthesis of rivastigmine was developed. This procedure includes dynamic kinetic resolution using a polymer-bound ruthenium complex and a lipase in combination as a key step. Enantiopure (-)-rivastigmine was obtained from commercially available 3′-hydroxyacetophenone via five steps in overall 57% yield.

Achiral bis-imine in combination with CoCI2: A remarkable effect on enantioselectivity of lipasemediated acetylation of racemic secondary alcohol

A bis-imine (prepared via a new FeCl3-based method) in combination with CoCl2 facilitated lipase-mediated acetylation of the (R)-isomer of a racemic benzylic secondary alcohol with 91% ees. The methodology was used for the preparation of the known drug rivastigmine.