PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE COMPOUND
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United States of America Patent
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Issued Date -
Nov 24, 2011
app pub date -
Mar 23, 2009
filing date -
Aug 1, 2008
priority date (Note) -
Abandoned
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Abstract
A 2-aryl-2-halomethyl-4-chloromethyl-1,3-dioxolane (A) can be produced conveniently without decreasing its optical purity by reacting an optically active monochlorohydrin and an aryl (halomethyl) ketone (starting materials) with each other in the presence of an acid catalyst. From the optically active compound (A) thus produced, an optically active carboxylic acid (2-aryl-2-halomethyl-1,3-dioxolan-4-yl)methyl ester and an optically active sulfonic acid (2-aryl-2-halomethyl-1,3-dioxolan-4-yl)methyl ester (both of which are useful intermediates for the production of ketoconazole) can be produced with good efficiency. An optically active trans-carboxylic acid (2-aryl-2-halomethyl-1,3-dioxolan-4-yl)methyl ester can be isomerized into its cis-form in the presence of an acid catalyst.
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