O. N. Zefirova, I. S. Raguzin, V. V. Gogol, E. V. Nurieva, M. S. Belenikin, “Phosphates of bridgehead alcohols as putative inositol monophosphatase inhibitors: molecular design and synthetic approach”, Mendeleev Commun., 2011, Volume 21, Issue 5,Pages <nobr>242

This article is cited in 7 papers

Phosphates of bridgehead alcohols as putative inositol monophosphatase inhibitors: molecular design and synthetic approach

O. N. Zefirova^ab, I. S. Raguzin^a, V. V. Gogol^a, E. V. Nurieva^a, M. S. Belenikin^a

^a Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
^b Institute of Physiologically Active Compounds, Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences, Chernogolovka, Moscow Region, Russian Federation

Abstract: To enhance the lipophilicity of d-3,5,6-trideoxyinositol monophosphate, the IMPase inhibitor, its bridgehead analogues were suggested on the basis of molecular modeling. Adamantane-1,2- and 1,4-diols were converted into their 1-phosphates via the step of benzylic protection of the secondary hydroxy groups; the Baeyer–Villiger oxidation of 1-hydroxyadamantan-2-one occurred to initially cleave C(1)–C(2) bond.

Language: English

DOI: 10.1016/j.mencom.2011.09.003

	*Supplementary materials:*
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