PRODUCTION OF TETRAHYDROFURFURYL CARBAMATE DERIVATIVE
PROBLEM TO BE SOLVED: To simply obtain a tetrahydrofurfuryl carbamate derivative which is useful as a preventive and therapeutic agent for AIDS (acquired immunodeficiency syndrome) by acid-treating a specific tetrahydrofurfuryl carbamate derivative to effect selective removal of an acetyl group. SOL...
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Zusammenfassung: | PROBLEM TO BE SOLVED: To simply obtain a tetrahydrofurfuryl carbamate derivative which is useful as a preventive and therapeutic agent for AIDS (acquired immunodeficiency syndrome) by acid-treating a specific tetrahydrofurfuryl carbamate derivative to effect selective removal of an acetyl group. SOLUTION: A tetrahydrofurfuryl carbamate derivative of formula I (the configuration of each C atom marked with (R) is R configuration, while (S) means S configuration) is treated with an acid (for example, a mineral acid such as hydrochloric acid or sulfuric acid, a solution of hydrogen chloride in an alcohol, preferably hydrochloric acid) at 0-120 deg.C, preferably at 20-80 deg.C, for 1-8 hours to give the derivative of formula II. The compound of formula I is obtained by reaction of a corresponding phenylbutanol derivative with 4- acetamidebenzenesulfonic acid or its reactive functional derivative. |
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