Process for the preparation of 4-(4-(4-(hydroxybiphenyl)-1-piperidinyl)-1-hydroxybutyl)-.alpha.,.alpha. -dimethylphenylacetic acid and phosphorylated derivatives

US5990127A · kind A · utility

Assignee

• Hoechst Marion Roussel Deutschland GmbH · DE

Inventors

• Johannes Meiwes · Idstein, DE
• Manfred Worm · Wiesbaden, DE

Key dates

• Filing date: Mar 9, 1998
• Grant date: Nov 23, 1999
• Expiry date: Mar 9, 2018

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F9/59
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The invention relates to the preparation of the compound 4-(4-(4-(hydroxydiphenyl)-1-piperidinyl)-1-hydroxybutyl)-.alpha.,.alpha.-d imethylphenylacetic acid and its phosphorylated derivatives. These compounds can be prepared from .alpha.-(p-tert-butylphenyl)-4-(.alpha.-hydroxy-.alpha.-phenylbenzyl)-1-pi peridinylbutanol with the aid of fungi of the genus Cunninghamella or Absidia. The compounds according to the present invention can be used as pharmaceuticals for the treatment of allergic disorders, allergic rhinitis or asthma. Compounds of the formula II in which R.sup.1 is --CH.sub.2 --O--P(O)(OH).sub.2 and R.sup.2 is --OH; R.sup.1 is --CH.sub.3 and R.sup.2 is --O--P(O)(OH).sub.2 ; or PA1 R.sup.1 is --COOH and R.sup.2 is --O--P(O)(OH).sub.2 are produced by the process according to the present invention and are suitable as pharmaceuticals with antihistamine action.