Divergent Synthesis of All Possible Optically Active Regioisomers of Myo㊣nositol Monoand Bisphosphates
摘要:
All possible optically active regioisomers of myo-inositol mono- and bisphosphates were synthesized using inositol derivatives suitably protected with various protecting groups (IR_ns) as key intermediates. A series of procedures including Novozym 435 catalyzed enzymatic resolution of (3aR,4S,7,S,7aR)-rel-3a,4,7,7a-tetrahydro-2,2-dimethyl-l,3-ben- zodioxole-4,7-diol diacetate, several protection and deprotection reactions, and acyl migration afforded two enantiomeric pairs of IR_5 and six enantiomeric pairs of IR_4. Phosphorylation of these key intermediates by the phosphitylation and oxidation procedure gave the target products after removal of the protecting groups. Keywords Myo-inositol, Inositol phosphates, divergent synthesis, Protecting groups, Phosphorylation
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