Method for synthesizing S-(+)-tetrahydrofuran-3-methanol
2014
The invention discloses a method for synthesizing S-(+)-tetrahydrofuran-3-methanol. The method comprises the following steps: reacting D (+)-10-camphorsulfonic acid with thionyl chloride, so as to obtain D-(+)-10-camphor sulfonyl chloride; reacting D-(+)-10-camphor sulfonyl chloride with (+/-)-tetrahydrofuran-3-methanol, so as to obtain tetrahydrofuran-3-methyl camphor sulphonate; standing tetrahydrofuran-3-methyl camphor sulphonate to crystallize, performing configuration inversion in the crystallization process, so as to obtain tetrahydrofuran-3-methyl camphor sulphonate of single configuration, dissociating the crystal by using a dissociation agent, so as to obtain S-(+)-tetrahydrofuran-3-methanol. By adopting the method, the phenomenon that only 50% of single configuration can be obtained in the chiral resolution process is avoided, the yield is greatly increased, the synthesis route is short, and the operation is simple. The method is mainly applied to synthesis of a midbody, namely, S-(+)-tetrahydrofuran-3-methanol.
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