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Synthesis of all possible regioisomers of scyllo-inositol phosphate
S K Chung1, Y U Kwon, Y T Chang
1Department of Chemistry, Pohang University of Science and Technology, South Korea. skchung@postech.ac.kr
Bioorganic & Medicinal Chemistry
|January 13, 2000
Abstract:
scyllo-Inositol is the all equatorial stereoisomer of myo-inositol. All possible 12 regioisomers of scyllo-inositol phosphate were synthesized for the first time via a scyllo-inositol benzoate intermediate, which was derived from a myo-inositol derivative. The stereoinversion of myo-inositol into scyllo-inositol was accomplished by Mitsunobu reaction of the vicinal cis-diol. The requisite intermediates, scyllo-inositol benzoates were obtained by benzoyl migration or random benzoylation, and phosphorylated to give scyllo-IPn.