Studies of asymmetrically substituted derivatives of myo-inositol. XXXV. Total synthesis of sn-myo-inositol-1,4,5-trisphosphate

A. E. Stepanov, O. B. Runova, V. N. Krylova, V. I. Shvets, V. N. Bochkov, G. Schlewer, B. Spiess

M. V. Lomonosov Institute of Fine Chemical Technology, Moscow, 117571; All-Union Cardiologic Research Centre, Academy of Medical Sciences of the USSR, Moscow; Centre de Neurochimie du CNRS et Faculte de Pharmacie, Universite Louis Pasteur de Strasbourg, France

Abstract: sn-myo-Inositol-1,4,5-trisphosphate and its enantiomer, sn-myo-inositol-3,5,6-trisphosphate, were prepared by successive protection–deprotection of racemic myo-inositol hydroxy groups, separation of asymmetrically substituted myo-inositols into enantiomers through formation of D-mannose orthoester diastereoisomeric derivatives and selective hosphorylations.

Russian Journal of Bioorganic Chemistry 1991, 17 (2):258-267

Full Text (PDF, in Russian)