Synthetic method for a chiral 3-(substituted-phenyl)-4-(3-hydrox

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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560 59, 560126, 560118, 568743, C07L 6976

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045858888

ABSTRACT:
Racemic endo- and exo-1-methoxybicyclo[2.2.2]oct-5-ene-2-carboxylic acids are starting materials for a novel and efficient synthesis of chiral 3R-[2-hydroxy-4-(1,1-dimethylheptyl)phenyl]-4R-(3-hydroxypropyl)-1R-cycloh exanol, a compound having valuable central nervous system (CNS) activity, particularly as an analgesic and as an antiemetic.

REFERENCES:
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patent: 4371720 (1983-02-01), Johnson et al.
Otoni, G., Chem. Pharm. Bull., 21(10) 2125-2129, 1973.
Yamada, S., Tetrahedron Lett., (48) 4237-4240, 1969.
Birch, A., J. Chem. Soc., C (2) 125-126, 1967.

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