✍ Scribed by Rudolf, Marco T. ;Schultz, Carsten
No coin nor oath required. For personal study only.
The hydroxyl group at C‐5 in racemic 1,2‐O‐Cyclohexylidene‐myo‐inositol (rac‐1) was regio‐ and enantioselectively acylated to give 5‐O‐acetyl‐ (2a)‐ or 5‐O‐butyryl‐2,3‐O‐cyclohexylidene‐myo‐inositol (3a), respectively, by treatment of 1 with vinyl acetate or 2,2,2‐trifluoroethyl butyrate in the presence of crude porcine pancreatic lipase in various organic solvents. Compound 2a was phosphorylated and deproted to give myo‐inositol 1,4,6‐trisphosphate (8). Compound 2a was deacetylated and the resulting 2,3‐O‐cyclohexylidene‐myo‐inositol (1) was converted to myo‐inositol 1,4,5,6‐tetrakisphosphate (6).
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## Abstract Chemical resolution of a versatile starting material, 1,2‐__O__cyclohexylidene‐3,4‐__O__‐(tetraisopropyldisiloxane‐1,3‐diyl)__myo__‐inositol, which is used to access naturally occurring inositol phosphates and phosphatidylinositol phosphates, is described. Starting from both D‐ and L‐en