Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1991-09-09
1993-03-30
Killos, Paul J.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
560 55, 560 61, 560100, 560105, 560106, 560130, 560147, 560152, 560179, C07C 6976
Patent
active
051985683
ABSTRACT:
This invention relates to novel compositions of matter which are esters with enhanced water solubility, for use in aqueous enzymatic resolution reactions of racemic mixtures of these esters for producing the separate chiral isomers of the racemic mixture. The invention also relates to novel methods for preparing these esters. The importance of the production of the separate chiral isomers of the racemic mixtures resides in the isolation of the isomers which frequently have different biological activities. Of particular significance regarding the water soluble esters of this invention is that they are derivatized with groups which enhance their aqueous solubility and their reactivity with enzymatic resolving methods which are mediated in an aqueous environment.
REFERENCES:
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Bodor et al., "Soft Drugs. 3. A New Class of Anticholinergic Agents", J. Med. Chem., 23, No. 5, pp. 474-480 (1980).
Sastry, et al., "Dissociation Constants of D- and L-Lactoylcholines and Related Compounds at Cholinergic Receptors", J. Pharmocol. Exp. Ther., 180(2) pp. 326-339 (1972).
Rosenfield, et al., "Analysis of the Atomic Environment of Quaternary Ammonium Groups in Crystal Structures, Using Computierized Data Retrieval and Interactive Graphics Modeling Acetylcholine-Receptor Interactions", J. Am. Chem. Soc., 104(20) pp. 5427-5430 (1972).
Dodds David R.
Wald Stephen A.
Zepp Charles M.
Killos Paul J.
Sepracor Inc.
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