Issue 28, 2006
From the journal:

Chemical Communications

Regioselective hydrolysis of myo-inositol 1,3,5-orthobenzoate via a 1,2-bridged 2′-phenyl-1′,3′-dioxolan-2′-ylium ion provides a rapid route to the anticancer agent Ins(1,3,4,5,6)P5

Himali Y. Godage,a   Andrew M. Riley,a   Timothy J. Woodmana  and  Barry V. L. Potter*a  

* Corresponding authors

a Wolfson Laboratory of Medicinal Chemistry, Department of Pharmacy and Pharmacology, University of Bath, Claverton Down, Bath, UK
E-mail: b.v.l.potter@bath.ac.uk
Fax: +44 1225 386114
Tel: +44 1225 386693

Abstract

Acid hydrolysis of myo-inositol 1,3,5-orthobenzoate leads regioselectively to 2-O-benzoyl-myo-inositol via a 1,2-bridged 2′-phenyl-1′,3′-dioxolan-2′-ylium ion observed by 1H and 13C NMR spectroscopy, providing the precursor for a highly efficient route to the anticancer agent myo-inositol 1,3,4,5,6-pentakisphosphate.

Graphical abstract: Regioselective hydrolysis of myo-inositol 1,3,5-orthobenzoate via a 1,2-bridged 2′-phenyl-1′,3′-dioxolan-2′-ylium ion provides a rapid route to the anticancer agent Ins(1,3,4,5,6)P5

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Article information

DOI
https://doi.org/10.1039/B605392K
Article type
Communication
Submitted
13 Apr 2006
Accepted
22 May 2006
First published
07 Jun 2006

Chem. Commun., 2006, 2989-2991

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Regioselective hydrolysis of myo-inositol 1,3,5-orthobenzoate via a 1,2-bridged 2′-phenyl-1′,3′-dioxolan-2′-ylium ion provides a rapid route to the anticancer agent Ins(1,3,4,5,6)P5

H. Y. Godage, A. M. Riley, T. J. Woodman and B. V. L. Potter, Chem. Commun., 2006, 2989 DOI: 10.1039/B605392K

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