856408-80-5

Usage

Uses

Used in Agricultural Industry:
Carbofuran is used as a pesticide and insecticide for controlling a wide range of pests such as insects, nematodes, and mites on various crops. The application reason is its ability to inhibit the activity of the enzyme acetylcholinesterase in the nervous system of pests, leading to the accumulation of acetylcholine, which ultimately results in paralysis and death of the target organisms.
However, it is important to note that the use of carbofuran has been associated with several adverse effects on human health and the environment, including neurotoxicity, reproductive and developmental toxicity, and cancer. Due to these concerns, many countries have imposed bans or severe restrictions on the use of carbofuran.

Upstream product

• 1222073-98-4 rac-1-(N-ethyl-N-methylaminocarbonyloxy)-3-(1-hydroxyethyl)benzene 
• 121-71-1 3-Hydroxyacetophenone 
• 855300-09-3 1-(N-ethyl-N-methylaminocarbonyloxy)-3-acetylbenzene 
• 1222073-99-5 (R)-1-(N-ethyl-N-methylaminocarbonyloxy)-3-(1-acetoxyethyl) benzene 

Downstream Products

• 123441-03-2 rivastigmin 
• 1418318-99-6 C₁₃H₁₉NO₅S 

Relevant academic research and scientific papers

Chiral amino-pyridine-phosphine tridentate ligand, manganese complex, and preparation method and application thereof

The invention discloses a chiral amino-pyridine-phosphine tridentate ligand, a manganese complex, and a preparation method and application thereof. The chiral amino-pyridine-phosphine tridentate ligand is shown as a formula II, and the manganese complex of the chiral amino-pyridine-phosphine tridentate ligand can be used for efficiently catalyzing and hydrogenating ketone compounds to prepare chiral alcohol compounds in a high enantioselectivity mode. The chiral amino-pyridine-phosphine tridentate ligand and the manganese complex are simple in synthesis process, good in stability, high in catalytic activity and mild in reaction conditions.

SYNTHESIS OF NOVEL INTERMEDIATE(S) FOR PREPARING RIVASTIGMINE

The present invention relates to novel intermediate(s), which are useful for the preparation of Rivastigmine compound of formula (I) and its pharmaceutically acceptable salts. The present invention further relates to the processes for the preparation of such novel intermediate(s) and preparation of Rivastigmine using such novel intermediate(s).

Lutidine-Based Chiral Pincer Manganese Catalysts for Enantioselective Hydrogenation of Ketones

A series of MnI complexes containing lutidine-based chiral pincer ligands with modular and tunable structures has been developed. The complex shows unprecedentedly high activities (up to 9800 TON; TON=turnover number), broad substrate scope (81 examples), good functional-group tolerance, and excellent enantioselectivities (85–98 % ee) in the hydrogenation of various ketones. These aspects are rare in earth-abundant metal catalyzed hydrogenations. The utility of the protocol have been demonstrated in the asymmetric synthesis of a variety of key intermediates for chiral drugs. Preliminary mechanistic investigations indicate that an outer-sphere mode of substrate–catalyst interactions probably dominates the catalysis.

A method for preparing Rivastigmine citrate (by machine translation)

The invention discloses a method for preparing Rivastigmine citrate, said method is to meta-hydroxy acetophenone, methyl ethyl carbamic chloride as the raw material in the isotope energy level transitions, alternately high and low frequency ultrasonic and

ASYMMETRIC SYNTHESIS OF (S)-3-(1-(DIMETHYLAMINO) ETHYL) PHENYLETHYL(METHYL)CARBAMATE AND ITS SALTS

The present invention is in relation to a process of preparation of asymmetric synthesis of Rivastigmine and its salts in high yield and purity.

Rivastigmine intermediate (R)-N-ethyl-N-methyl Carbamic-3-(1-hydroxyethyl) method for the preparation of phenyl ester (by machine translation)

The present invention relates to the field of medical synthesis, in particular to Rivastigmine intermediate (R)-N-ethyl-N-methyl Carbamic-3 - (1-hydroxyethyl) method for the preparation of phenyl ester, the method uses N-ethyl-N-methyl Carbamic-3-acetyl-phenyl ester as the raw material, chiral catalyst, under the action of alkali and hydrogen to obtain the chiral intermediate compound for preparing Rivastigmine (R)-N-ethyl-N-methyl Carbamic-3 - (1-hydroxy-ethyl) phenol ester; wherein it takes chiral catalyst is a compound with the following structure: The present invention provides process for the preparation of intermediates of the in of Rivastigmine, of high purity can be obtained (R) intermediate of Rivastigmine, chiral HPLC analysis of its ee value of greater than 98%. And this catalyst the molar amount of the reaction substrate only to 1/100000-1/1000000 can achieve the optical purity, full conversion to the reaction substrate. (by machine translation)

Industrial scale-up of enantioselective hydrogenation for the asymmetric synthesis of rivastigmine

Two efficient processes for the synthesis of rivastigmine, one of the most potent drugs for the treatment of mild-to-moderate dementia of the type presenting in Alzheimer's disease, has been developed. Of particular note is the processes used for the asymmetric hydrogenation by applying the highly efficient chiral spiro catalyst, Ir-SpiroPAP. The first route was easy to scale up in industry and provided the commercial intermediate (S)-3-(1- dimethylaminoethyl)phenol, 6, which is suitable for the manufacture of rivastigmine in active pharmaceutical ingredient (API) demand. The second route was convenient for operation and purification and completed the synthesis of rivastigmine (1) in four steps and 84% overall yield.

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.

PROCESS FOR THE PREPARATION OF TERTIARY AMINES ATTACHED TO A SECONDARY CARBON CENTRE

There is provided a process for the preparation of a compound of Formula: (1) wherein Ar represents an optionally substituted hydrocarbyl or an optionally substituted heterocyclyl group comprising an aromatic moiety; and R1, R2 and R3 each independently represent an optionally substituted hydrocarbyl or an optionally substituted heterocyclyl group; said process comprising: a) reducing a compound of Formula: (2) to form a compound of Formula: (3) b) activating the compound of Formula: (3) to form a compound of Formula: (4) wherein X represents a leaving group; and c) coupling the compound of Formula: (4) to a compound of Formula: (5) to form a compound of Formula: (1). Stereoselective processes are also provided.