Method of preparing the enantiomers of O-dimethyltramadol

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

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564302, 564443, C07C20988

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active

057288852

ABSTRACT:
A method of preparing the enantiomers of O-demethyltramadol and the use of the enantiomers as pain-killing drugs are described.

REFERENCES:
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patent: 5468744 (1995-11-01), Raffe et al.
Jacques et al., Enantiomers, Racemates and Resolutions,, 1991, Krieger Publishing Company, Malabar, Florida, pp. 259-261 and pp. 387-388.
Winterfeldt, "Applications of Diisobutylaluminium Hydryde (DIBAH) and Triisobutylaluminium (TIBA) as Reducing Agents in Organic Synthesis", Synthesis, Oct. 1975, pp. 617-630.
Sevcik et al., "Effects of the Central Analgesic Tramadol and Its Main Metabolite, O-desmethyltramadol, on Rate Locus Coeruleus Neurons", Chemical Abstracts, vol. 119, No. 25, Dec. 20, 1993, Abstract No. 262330.
Dayer et al., "The Pharmacology of Tramadol", Chemical Abstracts, vol. 121, No. 19, Nov. 7, 1994, Abstract No. 220754.
Flick et al., "Untersuchungen zur chemischen Struktur und analgetischen Wirkung von phenylsubstitutierten Aminomethylcyclohexanolen", Arzneimittel Forschung--Drug Research, vol. 28, No. 1a, Jan. 1, 1978, pp. 107-113.
Frankus et al., "Uber die Isomerentrennung, Strukturaufklarung und pharmakologische Charakterisierung von 1-(m-Methoxyphenyl)-2-(dimethylaminomethyl)-cyclohexan-1-o1", Arzneimittel Forschung--Drug Research, vol. 28, No. 1A, (1978), pp. 114-121.

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