132335-49-0

Usage

Uses

Used in Pharmaceutical Industry:
2-Thiophenemethanol, a-[2-(dimethylamino)ethyl]-, (R)is used as a building block for the synthesis of drugs, particularly those targeting central nervous system disorders and cancer. Its chiral nature and distinct stereochemistry allow for the development of novel compounds with improved pharmacokinetic and pharmacodynamic properties.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2-Thiophenemethanol, a-[2-(dimethylamino)ethyl]-, (R)serves as a valuable tool for drug discovery and development. Its high selectivity and potency in biological activities contribute to the creation of more effective and targeted therapeutic agents.

Upstream product

• 13196-35-5 3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one 
• 5424-47-5 3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochloride 
• 13636-02-7 3-(N,N-dimethylamino)-1-(thien-2-yl)propan-1-ol 
• 17199-29-0 (S)-Mandelic acid 
• 88-15-3 2-Acetylthiophene 
• 34772-98-0 3-dimethylamino-1-thiophen-2-ylpropenone 

Downstream Products

• 136436-86-7 Toluene-4-sulfonic acid 3-dimethylamino-1-thiophen-2-yl-propyl ester 
• 287737-72-8 (S)-N,N-dimethyl-N-[3-hydroxy-3-(2-thienyl)propyl]-ammonium (S)-mandelate 
• 116817-12-0 N,N-dimethyl-3-(1-naphthalenyloxy)-3-(thien-2-yl)propanamine oxalate 
• 132335-47-8 (S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate 
• 136434-34-9 duloxetine hydrochloride 
• 132335-46-7 N-methyl-(S)-duloxetine 
• 947686-09-1 (S)-N-methyl-N-phenoxycarbonyl-3-(1-naphthyloxy)-3-(2-thienyl)-1-propylamine 
• 1369583-87-8 N-[4-(2-methoxyphenylpiperazinyl)propionyl]-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine 
• 1369583-88-9 N-[4-(3-trifluoromethylphenylpiperazinyl)propionyl]-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine 
• 1369583-90-3 N-[4-(4-(2-methoxyphenylpiperazinyl)butyryl)]-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine 
• 1369583-91-4 N-[4-(4-(3-trifluoromethylphenylpiperazinyl)butyryl)]-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine 
• 1369583-93-6 N-[4-(2-methoxyphenylpiperazinyl)propyl]-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine 
• 1369583-94-7 N-[4-(3-trifluoromethylphenylpiperazinyl)propyl]-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine 
• 1369583-96-9 N-[4-(4-(2-methoxyphenylpiperazinyl))butyl]-N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine 

Relevant academic research and scientific papers

Tridentate nitrogen phosphine ligand containing arylamine NH as well as preparation method and application thereof

The invention discloses a tridentate nitrogen phosphine ligand containing arylamine NH as well as a preparation method and application thereof, and belongs to the technical field of organic synthesis. The tridentate nitrogen phosphine ligand disclosed by the invention is the first case of tridentate nitrogen phosphine ligand containing not only a quinoline amine structure but also chiral ferrocene at present, a noble metal complex of the type of ligand shows good selectivity and extremely high catalytic activity in an asymmetric hydrogenation reaction, meanwhile, a cheap metal complex of the ligand can also show good selectivity and catalytic activity in the asymmetric hydrogenation reaction, and is very easy to modify in the aspects of electronic effect and space structure, so that the ligand has huge potential application value. A catalyst formed by the ligand and a transition metal complex can be used for catalyzing various reactions, can be used for synthesizing various drugs, and has important industrial application value.

Amino alcohols using the optically active amino alcohol derivative bi- Nord complex boron - -

Disclosed are an amino alcohol-boron-binol complex as an intermediate, including Complex 3-1-1 shown below, and a method for preparing an optically active amino alcohol by using the same, wherein a racemic amino alcohol is resolved in an enationselective manner using a boron compound and a (R)- or (S)-binol, whereby an amino alcohol derivative with high optical purity can be prepared at high yield.

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.

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.

Preparation method of S-(+)duloxetine hydrochloride intermediate

The invention discloses a preparation method of a compound of a formula B (shown in the description). The preparation method comprises the steps of dissolving a compound of a formula A (shown in the description) in a solvent, and reacting under the effect of a reducing agent. Furthermore, the ee value of the compound of the formula B obtained by reducing in the presence of a complex, namely ferrocene, is over 98%. The preparation method provided by the invention is simple and feasible, the resolution or the chiral catalysis induction is not required, the product yield and the chiral purity arehigh, and the preparation method is suitable for the industrial production of S-(+)duloxetine hydrochloride intermediate.

Synthesis method of key intermediate for preparing duloxetine hydrochloride from 2-acetylthiophene

The invention provides a synthesis method of a key intermediate for preparing duloxetine hydrochloride from 2-acetylthiophene and belongs to the technical field of chemical synthesis. The synthesis method comprises the following steps: reacting cyanuric chloride and N,N-dimethylformamide with 2-acetylthiophene to obtain 3-(dimethylamino)-1-(2-thienyl)-2-propenyl-1-one; reducing 3-(dimethylamino)-1-(2-thienyl)-2-propenyl-1-one through lithium aluminum hydride to obtain a duloxetine hydrochloride intermediate which is (R,S)-N,N-dimethyl-3-hydroxy-3-(2-thienyl)propylamine. The synthesis method iscapable of synthesizing a target product which is a key intermediate of duloxetine hydrochloride through two-step reaction, is cheap in raw materials, simple in process, simple and convenient to operate, mild in reaction condition, short in reaction period and free of expensive catalysts, is environmentally friendly, and is suitable for industrial production; the prepared products are high in yield and purity.

Preparation of duloxetine hydrochloride

The invention belongs to the fields of organic chemistry and pharmaceutical chemistry, and particularly relates to a synthesis technique of duloxetine hydrochloride. By converting the R configuration compound into S configuration, compared with the duloxetine hydrochloride prepared from the single S-configuration compound, the total yield is enhanced by nearly 47%, and the production cost is lowered. 1-chloroethylchloroformate is used instead of phenyl chloro-formate to directly generate the duloxetine hydrochloride during demethylation, thereby reducing the salification step, shortening the production cycle and saving the cost.

New amine compound and use thereof in treatment of depression

The invention relates to a new amine compound and a use thereof in the treatment of depression, and concretely relates to a compound represented by formula I, optical isomers, solvates or pharmaceutically acceptable salts thereof, and a use thereof in the preparation of antidepressant drugs. Preclinical pharmacological studies show that the compound is comparable to and even better than first-line antidepressants (such as duloxetine).

A west Luo river sandbank chiral intermediate mandelic acid salt preparation method

A purpose of the present invention is to provide a method for simultaneously recycling (R)-(-)-N,N-dimethyl-3-(2-thienyl)-3-hydroxypropylamine (II) and S-mandelic acid to prepare a duloxetine chiral intermediate (S)-(-)-N,N-dimethyl-3-(2-thienyl)-3-hydroxypropylamine S-mandelate (I). The formulas (I) and (II) are defined in the instruction.

Preparation method of (S)-3-N,N-disubstituted amino-1-(2-thienyl)-1-propanol

The invention discloses a preparation method of (S)-3-N,N-disubstituted amino-1-(2-thienyl)-1-propanol shown as the formula (I). The method comprises: taking 2-acetyl thiophene shown in the formula (II) as a raw material, and allowing 2-acetyl thiophene to completely react with di(trichloromethyl)carbonic ester (III) and N,N-disubstituted methanamide (IV) in an organic solvent under the catalysis of an organic base to obtain N,N-disubstituted amino-1-(2-thienyl)-1-acrylketone shown as the formula (V); and performing hydrogenation reduction with lithium aluminium hydride to obtain N,N-disubstituted amino-1-(2-thienyl)-1-propanol shown as the formula (VI); and performing splitting with S-mandelic acid and recrystallization with ethyl acetate to obtain the target product shown as the formula (I). The preparation method is low in cost, mild in reaction condition, less in waste water, waste gas and industrial residue, small in energy consumption, and high in yield. The preparation method is safe and is suitable for industrial production.