147199-40-4

Upstream product

• 119357-34-5 1-phenyl-3-(naphthyl-1-oxy)propylamine 
• 3646-50-2 3-Amino-3-phenylpropionic acid 
• 100-52-7 benzaldehyde 
• 14593-04-5 3-amino-3-phenyl-1-propanol 
• 718611-17-7 S-(3-hydroxy-1-phenyl-propyl)-carbamic acid tert-butyl ester 
• 41198-42-9 3-(naphthalen-1-yloxy)-1-phenylpropan-1-one 
• 82769-76-4 (S)-3-amino-3-phenylpropanol 

Downstream Products

• 119356-77-3 dapoxetine 
• 1071929-03-7 Dapoxetine hydrochloride 
• 1404234-03-2 (S)-tert-butyl(3-(naphthalen-1-yloxy)-1-phenylpropyl)carbamate 

Relevant academic research and scientific papers

Synthesis method of dapoxetine impurities

The invention provides a synthesis method of dapoxetine impurities, which comprises the following synthesis steps of: reacting (S)-3-amino-3-phenyl propanol with Boc anhydride to obtain a compound B; reducing the compound B under the action of a reducing agent to obtain a dapoxetine impurity 1; reacting the impurity 1 with 1-fluoronaphthalene under the action of alkali to obtain an impurity 2; and reacting the impurity 2 with chloroformate to obtain an impurity 3. According to the synthesis method of the dapoxetine impurities, the three dapoxetine impurities can be obtained in sequence, the starting raw materials are wide in source, the cost is low, the synthesis steps are short, all the steps are conventional experiment operation, special reagents or toxic reagents do not need to be used, and the prepared dapoxetine impurity products are high in purity and do not need tedious purification operation. The synthesized three impurities are applied to dapoxetine hydrochloride quality control, are helpful for perfecting the quality standard of dapoxetine hydrochloride, and have important meanings for improving the quality of dapoxetine hydrochloride raw material medicines and preparations thereof and the medication safety.

Synthetic method of dapoxetine intermediate and intermediate synthesized with method

The invention discloses a synthetic method of a dapoxetine intermediate and the intermediate synthesized with the method. The method comprises steps as follows: a compound (4) is prepared from a compound (2) and a compound (3) as starting raw materials th

Development of novel triazole based dendrimer supported spiroborate chiral catalysts for the reduction of (: E)-O-benzyl oxime: An enantioselective synthesis of (S)-dapoxetine

Novel dendrimer supported spiroborate catalysts 2 and 3 have been synthesized using a click reaction as a key step. The catalytic efficiency of the catalysts have been verified with reduction of (E)-O-benzyl oxime 13 as a model substrate. Catalyst 3 was found to be better than catalyst 2 as the chemical yield and enantiomeric excess were significantly high with the former catalyst. Thus, catalyst 3 has been successfully used in the efficient synthesis of (S)-dapoxetine 14 with 94% ee and 46% overall yield in three steps. These catalysts could be easily recovered from the reaction solution by the solvent precipitation technique and could be reused five times without significant loss of activity and enantioselectivity.

Biosynthesis method of dapoxetine intermediate and intermediate thereof (by machine translation)

The method comprises a compound (2) and a compound (3) as starting materials, wherein the compound (4), the compound (4) and the biological enzyme conversion reaction are subjected to biological enzyme conversion reaction to finally obtain the dapoxetine intermediate compound (1), and the reaction formula is as follows: The method has the advantages, such as novel, simple and easy synthesis route, low cost, high synthesis yield, high yield, good product purity, good product quality, cheap and accessible raw materials and suitability for industrial production, and provides a new intermediate raw material for the preparation of dapoxetine intermediate . the synthetic method has the advantages of simple and easy synthesis route, high yield, good product quality, cheap and easily available raw materials and the like. (by machine translation)

Preparation method of dapoxetine hydrochloride impurities

The invention discloses a preparation method of three impurities with similar structures for dapoxetine hydrochloride: (S)-3-(naphthalene-1-oxo)-1-phenylpropy-1-amine (compound II), (S)-N-methyl-3-(naphthalene-1-oxo)-1-phenylpropy-1-amine (compound III) and (S)-N,N-dimethyl-3-(naphthalene-2-oxo)-1-phenylpropy-1-amine (compound IV). The preparation method comprises the following steps: taking (S)-3-amino-3-phenylpropy-1-ol (VII) as a starting raw material; carrying out a multiple-step reaction such as amino protection, hydroxyl activation, substitution and amino deprotection to respectively obtain a compound II, a compound III and a compound IV as impurities of the dapoxetine hydrochloride. According to a preparation route, the starting raw materials are easy to obtain; reaction conditionsare mild and the selectivity is high; a sample with higher purity (98 percent or above) can be obtained according to a conventional post treatment method, can be used as a reference substance of the compound II, the compound III and the compound IV that are impurities of the dapoxetine hydrochloride and is used for quality control over synthesis research of the dapoxetine hydrochloride.

Enantioselective β-hydroxy thioesters formation via decarboxylative aldol reactions of malonic acid half thioesters with aldehydes promoted by chloramphenicol derived sulfonamides

A highly enantioselective synthesis of chiral β-hydroxy thioesters that uses a decarboxylative aldol reaction of malonic acid half thioesters and aldehydes catalyzed by a chloramphenicol base-derived bifunctional organocatalyst is reported. The resulting

Preparation method of dapoxetine hydrochloride

The invention discloses a preparation method of dapoxetine hydrochloride. The preparation method comprises that 3-chloropropiophenone and naphthol as initial raw materials and (S)-tert-butanesulfinyl amide undergo a condensation reaction in a solvent, the intermediate is reduced through a reducer BH3 and then is further subjected to deprotection, the reaction product undergoes a methylation reaction and the reaction product undergoes a salification reaction to produce dapoxetine hydrochloride. The preparation method has mild conditions, can be operated simply, realizes a low cost, is free of resolution or use of an expensive heavy metal catalyst, has a simple aftertreatment process, has a high product yield, produces the product with high chemical purity and optical purity and is suitable for industrial production.

Dapoxetine intermediate and preparation method thereof

The invention discloses a dapoxetine intermediate and a preparation method thereof and provides a preparation method for the compound represented in the formula (3). The preparation method includes a step of performing a reduction reaction to the compound represented in the formula (4) in a solvent with the effect of a reducing agent to obtain the compound represented in the formula (3). The preparation method is mild in reaction conditions, is simple in operation and is low in cost, is free of resolution operation and usage of a noble metal catalyst, is simple in after treatment, is high in product yield, chemical purity and optical purity, can be used for synthesizing dapoxetine and is suitable for industrial production.

A S - west reaches anchors the sandbank and its salt synthesis method

The invention discloses a synthetic method for S-dapoxetine. The synthetic method comprises the following steps: (1) resolving 1-phenyl-3-(naphthyl-1-oxy)propylamine for at least once with a resolving agent to obtain a resolved mixed system; (2) separating the resolved mixed system to obtain S-1-phenyl-3-(naphthyl-1-oxy)propylamine, and recycling mother liquor; (3) performing methylation on the S-1-phenyl-3-(naphthyl-1-oxy)propylamine to obtain S-dapoxetine. Compared with the conventional industrial production method, residual intermediate (R)-phenyl-3-(naphthyl-1-oxy)propylamine in the resolved mother liquor is firstly recycled on the basis of the prior art, then resolved again through D-(-) tartaric acid after racemization, and recycled, so that the yield is increased, the product waste is avoided, and the economic benefits are improved.

Asymmetric total synthesis of (S)-dapoxetine

A concise asymmetric total synthesis of (S)-dapoxetine from commercially available 3-chloropropiophenone is described. The key step includes a highly stereoselective amination of chiral benzylic ether, with the retention of stereochemistry, using chlorosu