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- IP(n). (C) 1999 Elsevier Science Ltd.
Original language | English |
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Pages (from-to) | 2577-2589 |
Number of pages | 13 |
Journal | Bioorganic and Medicinal Chemistry |
Volume | 7 |
Issue number | 11 |
DOIs | |
State | Published - Nov 1999 |
Bibliographical note
Funding Information:This work was supported by the Korea Science and Engineering Foundation/Center for Biofunctional Molecules and the Ministry of Education/Basic Science Research Institute Fund (98-3437).
Keywords
- Benzoyl migration
- Inositol phosphates
- Mitsunobu reaction
- scyllo-Inositol