1322723-50-1

Upstream product

• 6099-04-3 3-methoxycinnamic acid 
• 1313374-08-1 (R,R)-3-(3-methoxy-phenyl)-2-methyl-pentanoic acid methyl ester 
• 1322724-04-8 2-cyano-3-(3-methoxy-phenyl)-2-methyl-pentanethioic acid S-phenyl ester 
• 1322724-02-6 2-cyano-3-(3-methoxy-phenyl)-2-methyl-pentanoic acid dimethylamide 
• 1313429-14-9 2-cyano-3-(3-methoxy-phenyl)-pentanoic acid ethyl ester 
• 1313429-37-6 (R),(R)-3-(3-methoxy-phenyl)-2-methyl-pentanoyl chloride 
• 1313429-32-1 (αR,βR)-β-ethyl-3-methoxy-α-methylbenzenepropanoic acid 
• 1313429-33-2 (R),(R)-3-(3-methoxy-phenyl)-2-methyl-pentanoic acid (R)-(+)-α-methylbenzylamine salt 
• 1313429-26-3 diethyl 1-(3-methoxyphenyl)propylmethylmalonate 
• 1616-70-2 2-methyl-3-(3-methoxyphenyl)valeric acid 
• 1313429-24-1 2-methyl-3-(3-methoxyphenyl)pentanenitrile 
• 1313429-21-8 2-[1-(3-methoxy-phenyl)-propyl]-2-methyl-malononitrile 
• 1313429-20-7 2-cyano-3-(3-methoxy-phenyl)-2-methyl-pentanoic acid ethyl ester 
• 1313429-17-2 3-(1-bromopropyl)anisole 

Downstream Products

• 1322723-68-1 (R),(R)-toluene-4-sulfonic acid 3-(3-methoxy-phenyl)-2-methyl-pentyl ester 
• 175591-09-0 tapentadol hydrochloride 
• 175591-22-7 (βR,γR)-γ-ethyl-N,N,β-trimethyl-3-methoxybenzenepropanamine 

Relevant academic research and scientific papers

A he spurts him number of synthetic method

The invention discloses a synthetic method of tapentadol. The method comprises the following steps: reacting meta-substitution cinnamic acid serving as a starting material with a chiral adjuvant to obtain amide; reacting the amide with a nucleophilic reagent and an electrophilic reagent, and introducing two chiral centers to obtain a chiral product; performing reduction and deprotection on the chiral product to obtain chiral alcohol; performing an amination reaction and a substitution reaction on the chiral alcohol to obtain the tapentadol. The tapentadol is synthesized by taking cheap and readily-available (1R,2R)-psedo-ephedrine as the chiral adjuvant, forming two chiral centers by using a one-pot method and performing simper deprotection and subsequent transformation. By adopting the synthetic method, the reaction route can be simplified, post-treatment steps can be reduced, and the production cost is reduced. The synthetic method is more suitable for industrial application.

PROCESS FOR THE PREPARATION OF L-PHENYL-3-DIMETHYLAMINOPROPANE DERIVATIVES

The present invention provides a process for the preparation of 1-phenyl-3-dimethylaminopropane derivatives of formula I, and its pharmaceutically acceptable salts thereof from intermediate of formula II, wherein R1 can be selected from -OR2, halo, -CH2OR2, -SR2, SOR2, SO2R2, -SO3H, -NO2, -NR2R2', - CONR2R2 ', carboxylic esters, sulfonate esters or phosphate esters and the like; R ' can be selected from hydrogen, alkyl, aryl, aralkyl, alkaryl, heteroaryl, and the like; or OR ' can be selected from -NR2R2 '; or R2 and R2 ' can be same or different and can be selected from hydrogen, alkyl, aryl, aralkyl, heteroaryl,-OR3, - COR3, -PO3(R3R4) wherein R3 and R4 can be same or different and can be selected from alkyl, aryl, aralkyl, heteroaryl and the like.