Process for preparing the pure enantiomers of lifibrol and its a

Details Process for preparing the pure enantiomers of lifibrol and its a Process for preparing the pure enantiomers of lifibrol and its a

1992-06-04

1993-11-30

Killos, Paul J.

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

Organic compounds

Carboxylic acid esters

562401, 562473, C07C 6976

Patent

active

052667219

ABSTRACT:
The preparation of the pure enantiomers of LIFIBROL and its alkyl esters is achieved with surprisingly good yield by reacting the pure enantiomeric forms of S(-) R(+)-4-(4-tert.butylphenyl)-1,2-epoxy butane with 4-hydroxybenzoic acid alkyl ester at elevated temperature in DMF and in the presence of 4-hydroxybenzoic acid alkyl ester sodium salt. Thereafter, the raw reaction product is separated. Either the stereochemically pure LIFIBROL ester is then recovered by recrystallization or the precipitated LIFIBROL enantiomer is made in pure crystalline form by mild alkaline saponification and subsequent acidification.

REFERENCES:
patent: 4582857 (1986-04-01), Grill et al.

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