Abstract
To provide starting material for the synthesis of phosphatidyl inositol phosphates and inositol phosphates, isopropylidenes of phosphatidyl inositols were prepared. Phosphatidyl inositol obtained from yeast was converted into a mono- and two di-O-isopropylidenes fractions by transacetalation with 2,2-dimethoxypropane. Three isopropylidenes fractions were isolated and characterized by mass spectral analysis and comparison of the hydrolysis products of these fractions to know isopropylidenes of myo-inositol. The isopropylidenes were phosphatidtyl-2,3-O-isopropylidene-inositols, phosphatidyl-2,3:4,5-di- O-isopropylidene- inositols and phosphatidyl-2,3:5,6-di-O-isopropylidene-inositols. These compounds are intermediates for the stereospecific synthesis of different phosphatidyl inositol phosphates, inositol phosphates and analogs of these compounds. Using the di-O-isopropylidenes as starting materials, both phosphatidyl inositol-4-phosphate and phosphatidyl inositol-6-phosphates were synthesized. Neither compound had been prepared synthetically before and phosphatidyl inositol-6-phosphate is not naturally occurring.
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