Process for producing 4-(2-methoxyethyl)-phenyl-glycidyl ether a

Chemistry: molecular biology and microbiology – Micro-organism – tissue cell culture or enzyme using process... – Preparing heterocyclic carbon compound having only o – n – s,...

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435128, 4352532, 4352533, 4352531, 435863, 435872, 435874, C12P 1702, C12P 1300, C12N 112, C12R 1365

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049562843

ABSTRACT:
A process for the preparation of metoprolol in a stereospecific form or a non-toxic, pharmaceutically acceptable acid addition salt thereof and/or a stereospecific form of 4-(2-methoxyethyl)-phenyl glycidyl ether which comprises subjecting 4-(2-methoxyethyl)-phenyl allyl ether to the action of a microorganism having the ability for stereoselective epoxidation of 4-(2-methoxyethyl)-phenyl allyl ether into 4-(2-methoxyethyl)-phenyl glycidyl ether having at least 80% by weight the S configuration, at least partly separating 4-(2-methoxyethyl)-phenyl glycidyl ether and/or reacting 4-(2-methoxyethyl)-phenyl glycidyl ether with isopropylamine and at least partly separating metoprolol and/or converting metoprolol into its non-toxic, pharmaceutically acceptable acid addition salt.

REFERENCES:
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de Smet et al., "Pseudomonas oleovorans"as a Tool in Bioconversions of Hydrocarbons: Growth, Morphology and Conversion Characteristics in Different Two Phase Systems, Enz Microb Techol., 5, 352-360, 1983.
Gelb et al., "Cytochrome P450.sub.cam Catalized Epoxidation of Dehydrocamphor", Biochem. and Biophy. Res. Comm. 104, 853-858, 1982.
Morrison et al., Organic Chemistry 1980, pp. 119 and 130.
Ohta et al., Agric. Biol. Chem. 1979, vol. 43, pp. 2099-2104.
ATCC Catalog, 1985, pp. 52 and 150.

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