Method for the preparation of (+)-calanolide A and intermediates thereof
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United States of America Patent
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Feb 6, 1996
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N/A
app pub date -
Aug 3, 1994
filing date -
Aug 3, 1994
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Abstract
A method for preparing (.+-.)-calanolide A, 1, a potent HIV reverse transcriptase inhibitor, from chromene 4 is provided. Useful intermediates for preparing (.+-.)-calanolide A and its derivatives are also provided. According to the disclosed method, chromene 4 intermediate was reacted with acetaldehyde diethyl acetal in the presence of an acid catalyst with heating to produce chromanone 7. Reduction of chromene 7 with sodium borohydride, in the presence of cerium trichloride, produced (.+-.)-calanolide A, which was purified chromatographically.
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