36296-97-6

Upstream product

• 879-72-1 3-(dimethylamino)propiophenone hydrochloride 
• 5554-64-3 N,N-dimethyl-3-hydroxy-3-phenylpropylamine 
• 123-62-6 propionic acid anhydride 
• 100306-34-1 3-chloro-1-phenylpropanol 
• 873436-53-4 (S)-3-(dimethylamino)-1-phenylpropan-1-ol oxalate 
• 936-59-4 3-chloropropiophenone 
• 3506-36-3 3-dimethylaminopropiophenone 
• 98-86-2 acetophenone 

Downstream Products

• 873436-53-4 (S)-3-(dimethylamino)-1-phenylpropan-1-ol oxalate 
• 1270016-47-1 (R)-N,N-dimetyl-3-(2-methyl-(4-acetylphenyl)oxy)-3-phenyl-1-aminopropane oxalate 
• 1270016-49-3 (R)-N,N-dimethyl-3-(2-methyl-(4-acetoxyphenyl)oxy)-3-phenyl-1-aminopropane 
• 1270016-51-7 C₂₆H₂₇NO₅ 
• 457634-24-1 R-(-)-N-methyl-3-(2-methyl-4-hydroxyphenyloxy)-3-phenyl-1-aminopropane hydrochloride 

Relevant academic research and scientific papers

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.

Towards practical earth abundant reduction catalysis: Design of improved catalysts for manganese catalysed hydrogenation

Manganese catalysts derived from tridentate P,N,N ligands can be activated easily using weak bases for both ketone and ester hydrogenations. Kinetic studies indicate the ketone hydrogenations are 0th order in acetophenone, positive order in hydrogen and 1st order in the catalyst. This implies that the rate determining step of the reaction was the activation of hydrogen. New ligand systems with varying donor strength were studied and it was possible to make the hydrogen activation significantly more efficient; a catalyst displaying around a 3-fold increase in initial turn-over frequencies for the hydrogenation of acetophenone relative to the parent system was discovered as a result of these kinetic investigations. Ester hydrogenations and ketone transfer hydrogenation (isopropanol as reductant) are first order for both the substrate and catalysts. Kinetic studies also gained insight into catalyst stability and identified a working range in which the catalyst is stable throughout the catalytic reaction (and a larger working range where high yields can still be achieved). The new more active catalyst, combining an electron-rich phosphine with an electron-rich pyridine is capable of hydrogenating acetophenone using as little as 0.01 mol% catalyst at 65 °C. In all, protocols for reduction of 21 ketones and 15 esters are described.

Asymmetric hydrogenation of β-amino ketones with the bimetallic complex RuPHOX-Ru as the chiral catalyst

Asymmetric hydrogenations of a series of β-amino ketones were carried out with a bimetallic complex (RuPHOX-Ru) as the chiral catalyst. Almost all the reactions (performed in a mixed solvent system of toluene and H2O in the presence of KOH) gave quantitative conversions into their respective products with up to 99.9% ee. The RuPHOX-Ru catalyst is stable to both moisture and air. The procedure has the benefits of being inexpensive, environmentally friendly and highly efficient. Under a relatively low catalyst loading (TON = 2000), key intermediates of fluoxetine, tomoxetine and nisoxetine could be obtained in quantitative yield and in up to 99.9% ee. This methodology represents a promising alternative to the synthesis of the aforementioned drugs and their analogues. This journal is The Royal Society of Chemistry 2013.

NOVEL PROCESS FOR THE PREPARATION OF 4-HYDROXY ATOMOXETINE

The present invention relates to novel process for the preparation of 4-hydroxy Atomoxetine or its pharmaceutically acceptable salts thereof. The present invention also relates to novel intermediates used in the preparation of 4-hydroxy Atomoxetine.

Effects of methyl substituents on the activity and enantioselectivity of homobenzotetramisole-based catalysts in the kinetic resolution of alcohols

Substitution of the tetrahydropyrimidine ring in the enantioselective acyl transfer catalyst homobenzotetramisole (HBTM) 6 with methyl groups exerts a dramatic influence on its performance in the kinetic resolution of secondary alcohols. The syn-3-methyl analogue of HBTM (9a) has proved to be superior to the parent compound in terms of catalytic activity, enantioselectivity, and synthetic accessibility.

Enantioselective synthesis of lobeline via nonenzymatic desymmetrization

Lobeline has been prepared in enantiopure form via desymmetrization of lobelanidine with use of BTM, a nonenzymatic enantioselective acyl transfer catalyst.

Process for manufacturing of enantiomerically pure 3-hydroxy-3-phenyl-propylamin

The present invention relates to an improved process for preparing enantiomerically pure 3-hydroxy-3-phenyl-propylamines on an industrial scale using asymmetrical hydrogenation as a key step and optionally a special sequence of subsequent steps, using a catalyst system consisting of rhodium and chiral 4-(dicyclohexylphosphino)-2-(diphenyl-phosphino-methyl)-N-methyl-aminocarbonyl-pyrrolidine.

ASYMMETRIC SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY OF LY248686

Reduction of 3-(dialkylamino)-1-aryl-1-propanones with a 2 : 1 complex of (8) and lithium aluminum hydride (LAH) provided the corresponding 1,3-diaminoalcohols in high ee's (80-88percent).This process was developed and applied to the synthesis of LY248686 (1), a potent inhibitor of serotonin (5HT) and norepinephrine (NE) uptake.Absolute configurations have been established by single crystal x-ray analysis.

Asymmetric Synthesis. Part 6. Asymmetric Reduction of Aminoketones with (-)-Bornan-2-exo-yloxyaluminium Dichloride

α-Dialkylaminoacetophenones and β-dialkylaminopropiophenones have been reduced asymmetrically with (-)-bornan-2-exo-yloxyaluminium dichloride to the corresponding aminoalcohols in 58-92percent enantiomeric excess.The absolute configurations of the predomi