Method of chiral epoxidation of benzopyran or pyranopyridine der

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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435125, 435280, C12P 1718, C12P 1706

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054787343

ABSTRACT:
An enzymatic process for the preparation of chiral epoxides, monohydroxy or dihydroxy compounds of formula ##STR1## by the stereoselective epoxidation or hydroxylation of benzopyrans of formula ##STR2## or resolution of compounds of formula ##STR3## The compounds of formula I and II are intermediates useful in the preparation of pyranyl cyanoguanidine derivatives.

REFERENCES:
patent: 5358860 (1994-10-01), Hager et al.
H. A. J. Carless, "Enantiospecific and Stereoselective Synthesis of (-)-Conduritol C from Chlorobenzene via Microbial Oxidation and Epoxidation", J. Chem. Soc. Chem. Commun., (1992), pp. 234-235.
K. Furuhashi, "A Fermentation Process for the Production of Optically Active Epoxides", Chem. Econo. & Eng. Review, Jul./Aug. (1986), 18:7-8 (No. 200), pp. 21-26.
P. J. van Bladeren et al., "Differential Stereoselectivity of Cytochromes P-450b and P-405c in the Formation of Naphthalene and Anthracene 1,2-Oxides", The J. of Biological Chem., Aug. 25, (1985), 260:18, pp. 10226-10235.
T. Nakamura et al., "Resolution and Some Properties of Enzymes Involved in Enantioselective Transformation of 1,3-Dichloro-2-Propanol to (R)-3-Chloro-1,2-Propanediol by Corynebacterium sp. Strain N-1074", J. of Bacteriology, Dec. (1992), 174:23, pp. 7613-7619.
X. M. Zhang et al., "Microbiological Transformations, 19. Asymmetric Dihydroxylation of the Remote Double Bond of Geraniol: A Unique Stereochemical Control Allowing Easy Access to Both Enantiomers of Geraniol-6,7-diol", J. Org. Chem., (1991), 56, pp. 3814-3817.
M. Mahmoudian et al., "Stereoselective epoxidation of phenyl allyl either by alkene-utilizing bacteria", Appl. Microbiol Biotechnol, (1992), 37, pp. 28-31.
M. Mahmoudian et al., "Biocatalysts for production of chiral epoxides", Appl. Microbiol Biotechnol, (1992), 37, pp. 23-27.
F. S. Sariaslani et al., "Microbial Transformation of Precocene II: Oxidative Reactions by Streptomyces griseus", Appl. and Environ. Microbiology, (1987), 53:8, pp. 1780-1784.
D. R. Boyd et al., "Biotransformation of Unsaturated Heterocyclic Rings by Pseudomonas putida to Yield cis-Diols", J. Chem. Soc. Chem. Commun, (1993), pp. 49-51.
M. K. Trower et al., "Xenobiotic Oxidation by Cytochrome P-450-Enriched Extracts of Streptomyces Griseus", BBRC, (1988), 157:3, pp. 1417-1422.
W. R. Abraham et al., "Hydroxy-(Methylbutenynyl)-Benzoic Acid and Derivatives from Curvularia Fallax", Phytochem, (1990) 29:8, pp. 2641-2644.
J. B. Jones, "Enzymes in Organic Synthesis", Tetrahedron, (1986) 42:13, pp. 3351-3403.
D. G. Smith et al., "Pyrrole Analogues of the Pyrrolidinone Moiety of the Potassium Channel Activator Cromakalim as Relaxants of Guinea Pig Trachealis", Bioorg. & Med. Chem. Lett., (1992) 2:12, pp. 1595-1598.

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