Process for the preparation of the (+)-antipode of (E)-1-cyclohe

Details Process for the preparation of the (+)-antipode of (E)-1-cyclohe Process for the preparation of the (+)-antipode of (E)-1-cyclohe

1986-03-03

1988-12-06

Hollrah, Glennon H.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D 2408

Patent

active

047897465

ABSTRACT:
A process for the preparation of the (+)-antipode of (E)-1-cyclohexyl-4,4-dimethyl-3-hydroxy-2-(1,2,4-tri-azol-1-yl)-pent -1-ene of the formula ##STR1## which comprises reacting the (E)-isomer of 1-cyclohexyl-4,4-dimethyl-2-(1,2,4-triazol-1-yl)-pent-1-en-3-one of the formula ##STR2## with lithium aluminum hydride in the presence of an inert organic diluent and in the presence of a chiral amino alcohol at a temperature between -80.degree. C. and +50.degree. C. The (+)-antipode is produced in high selectivity, using (+)-N-methyl-ephedrine.

REFERENCES:
patent: 4607108 (1986-08-01), Feyen et al.
Tonno et al., "Asymmetric Reduction of Various, etc." Chem. Pharm. Bull 31 (3) 837 (1983).
Chem. Pharm. Bull., 837 (1983), No. 3, vol. 31, pp. 837-851.

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