454221-08-0Relevant academic research and scientific papers
A NOVEL STEREOSPECIFIC SYNTHESIS OF (-) (2S,3S)-1-DIMETHYLAMINO-3-(3-METHOXYPHENYL)-2-METHYL PENTAN-3-OL
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Page/Page column 9, (2012/08/08)
The present invention relates to a novel stereospecific synthesis of (-) (2S,3S)-1-dimethylamino-3-(3-methoxyphenyl)-2-methyl pentan-3-ol an intermediate in the synthesis of 3-[(1R,2R)-3-(dimethylamino)-1-ethyl-2-methylpropyl]phenol.
IMPROVED RESOLUTION METHODS FOR ISOLATING DESIRED ENANTIOMERS OF TAPENTADOL INTERMEDIATES AND USE THEREOF FOR THE PREPARATION OF TAPENTADOL
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Page/Page column 18, (2011/10/03)
Provided herein is an improved and industrially advantageous optical resolution method for resolving (2R,3R)/(2S,3S)-l-dimethylamino-3-(3-methoxyphenyl)-2- methylpentan-3-ol, and use thereof for the preparation of tapentadol or a pharmaceutically acceptable salt thereof. Provided further herein is an improved and industrially advantageous optical resolution method for resolving (2R,3R)/(2S,3S)-[3-(3-methoxyphenyl)-2- methylpentyl]-dimethylamine, and use thereof for the preparation of tapentadol or a pharmaceutically acceptable salt thereof. Disclosed also herein is an improved, commercially viable and industrially advantageous process for the preparation of tapentadol or a pharmaceutically acceptable salt thereof in high yield and purity.
Separation of Stereoisomeric N,N-Dialkylamino-2Alkyl-3-Hydroxy-3-Phenylalkanes
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, (2008/12/04)
The invention concerns a method for the isolation of a stereoisomer from a mixture comprising the two stereoisomers of the general formulae (I-A) and (I-A′) and/or the two stereoisomers of the general formulae (I-B) and (I-B′) in which R1, R2 and R3, identical or different, are selected from the group consisting of —H, —F, —Cl, —C1-C6-alkyl, —S—C1-C6-alkyl, —OH, —O—C1-C6-alkyl, —O—C1-C6-alkylenephenyl, —OCO—C1-C6-alkyl, —OCON(C1-C6-alkyl)2 and —O—SiR8R9R10 (in which R8, R9 and R10, identical or different, are —C1-C6-alkyl or -phenyl);R4 is —H or —C1-C6-alkyl;R5 is —C1-C6-alkyl; andR6 and R7, identical or different, are —H or —C1-C6-alkyl; or their salts with organic or inorganic acids; comprising the step (a) manipulating the mixture ratio of the stereoisomers in the mixture so that at least one of the stereoisomers is present in an enantiomeric excess.
SEPARATION OF STEREOISOMERIC N,N-DIALKYLAMINO-2-ALKYL-3-PHENYL ALKANES
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Page/Page column 17, (2008/06/13)
The invention relates to a method for isolating a stereoisomer from a mixture comprising two stereoisomers of general formulas (I-A) and (I-A') and/or two stereoisomers of general formulas (I-B) and (I-B'), wherein R1, R2, and R3 are identical or different and are selected among the group comprising -H, -F, -Cl, -C1-C6 alkyl, -S-C1-C6 alkyl, -OH, -O-C1-C6 alkyl, -O-C1-C6 alkylene-phenyl, -OCO-C1-C6 alkyl, -OCON(C1-C6 alkyl)2, and -O-SiR8R9R10 (wherein R8, R9, and R10 are identical or different, representing -C1-C6 alkyl or -phenyl); R4 represents -H or -C1-C6 alkyl; R5 represents -C1-C6 alkyl; and R6 and R7 are identical or different, representing -H or -C1-C6 alkyl; or the salts thereof with organic or inorganic acids. The inventive method encompasses step (a) in which the mixing ratio of the stereoisomers in the mixture is influenced such that at least one of said stereoisomers is provided with excess enantiomers.
1-phenyl-3-dimethylaminopropane compounds with a pharmacological effect
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Example 2, (2010/01/30)
1-phenyl-3-dimethylaminopropane compounds corresponding to the formula I a method of preparing them, and the use of these substances as analgesic active ingredients in pharmaceutical compositions.
