946571-76-2Relevant articles and documents
Synthesis and biological action of novel 4-position-modified derivatives of D-myo-inositol 1,4,5-trisphosphate
Bello, Davide,Aslam, Tashfeen,Bultynck, Geert,Slawin, Alexandra M. Z.,Roderick, H. Llewelyn,Bootman, Martin D.,Conway, Stuart J.
, p. 5647 - 5659 (2008/02/10)
(Chemical Equation Presented) The design of a range of 4-position-modified D-myo-inositol 1,4,5-trisphosphate derivatives is described. The enantioselective synthesis of these compounds is reported, along with initial biological analysis, which indicates
The preparation of phosphorylated intermediates for the synthesis of racemic and chiral myo-inositol 1,4,5-trisphosphate and its phosphorothioate analogues
Desai, Trupti,Fernandez-Mayoralas, Alfonso,Gigg, Jill,Gigg, Roy,Payne, Sheila
, p. 157 - 176 (2007/10/02)
Reaction of racemic 1,2,4-tri-O-benzyl-myo-inositol 3- with bis(2,2,2-trichloroethyl) phosphorochloridate gave a mixture of the 3,5- and 3,6-bisphosphate derivatives which were difficult to separate and could not be phosphorylated further.The bisphosphates were synthesised by the phosphorylation of the 5- and 6-O-(cis-prop-1-enyl) derivatives of racemic 1,2,4-tri-O-benzyl-myo-inositol and subsequent acidic hydrolysis. 1D-2,3,6-Tri-O-benzyl-1,4-di-O-(cis-prop-1-enyl)-myo-inositol was converted into crystalline 1D-2,3,6-tri-O-benzyl-myo-inositol 1,4-bis(dibenzyl phosphate), and thence into the crystalline 1,4,5-tris(dibenzyl phosphate) which was also obtained, using dibenzyloxy(diisopropylamino)phosphine, from 1D-2,3,6-tri-O-benzyl-myo-inositol.The latter compound was converted, using bis(2-cyanoethoxy)(diisopropylamino)phosphine, into the crystalline 1,4,5-tris which was also obtained from the 4,5-bis.Both the tris and the tris(dibenzyl phosphate) are intermediates suitable for the synthesis of 1,4,5-IP3.