Certain hexahydro-6-arylpyrrolo[2,1-A]isoquinolines

Details Certain hexahydro-6-arylpyrrolo[2,1-A]isoquinolines Certain hexahydro-6-arylpyrrolo[2,1-A]isoquinolines

1989-01-31

1990-03-13

Rotman, Alan L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546 65, C07D47108, C07D49108, C07D491056

Patent

active

049084500

ABSTRACT:
A diastereoselective process for known antidepressive compounds (I) via reduction of the corresponding alcohol (VII): ##STR1## whereby the product mixture of diastereomers is surprisingly and unexpectedly rich in the content of the trans configuration (II) over the cis configuration (III) as defined in the following formulae: ##STR2## The preferred reaction conditions include use of a borane complex as the reducing agent and an acidic solvent such as trifuloroacetic acid.

REFERENCES:
patent: 4595688 (1986-06-01), Maryanoff et al.
Journal of Medicinal Chemistry, 1987, Vol. 30, No. 8, pp. 1, 2 and 4.
B. Maryanoff et al., Journal of Chemistry, 1981, 46, 355-360, p. 4.
Drugs of the Future 11(2):18-20 (1986), p. 7.
B. Maryanoff et al., Journal of Heterocyclic Chemistry, May-June, 1985, p. 9.
Angew. Chem. Int. Ed. Engl. 24 (1985) No. 11, p. 9.

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