145793-98-2

Upstream product

• 138328-97-9 (+/-)-1,4-di-O-allyl-2,3,6-tri-O-benzyl-5-O-p-methoxybenzyl-myo-inositol 
• 112204-05-4 (+/-)-3,6-di-O-allyl-1,2-O-cyclohexylidene-myo-inositol 
• 138328-96-8 (+/-)-1,4-di-O-allyl-6-O-benzyl-5-O-p-methoxybenzyl-myo-inositol 
• 117666-29-2 (+/-)-3,6-di-O-allyl-4-O-benzyl-1,2-O-cyclohexylidene-myo-inositol 
• 100-39-0 benzyl bromide 
• 824-94-2 p-methoxybenzyl chloride 
• 162991-58-4 1D-1,4-di-O-allyl-2,3,6-tri-O-benzyl-5-O-p-methoxybenzyl-myo-inositol 
• 162879-92-7 1D-1,4-di-O-allyl-3,6-di-O-benzyl-5-O-p-methoxybenzyl-myo-inositol 
• 114218-16-5 1D-(+)-1-O-allyl-2,3,6-tri-O-benzyl-myo-inositol 
• 162879-90-5 (3aR,4R,5S,6S,7R,7aS)-5-Allyloxy-4,7-bis-benzyloxy-6-(4-methoxy-benzyloxy)-2,2-dimethyl-hexahydro-benzo[1,3]dioxole 
• 162879-91-6 1D-4-O-allyl-3,6-di-O-benzyl-5-O-p-methoxybenzyl-myo-inositol 
• 162991-57-3 (3aS,4R,5S,6S,7R,7aR)-6-Allyloxy-4,7-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-ol 
• 117307-15-0 D-(+)-3,6-di-O-benzyl-1,2-O-isopropylidene-myo-inositol 
• 138328-95-7 C₃₃H₄₂O₇ 

Downstream Products

• 138328-98-0 (+/-)-2,3,6-tri-O-benzyl-5-O-p-methoxybenzyl-myo-inositol 
• 136740-88-0 (+/-)-2,3,6-tri-O-benzyl-myo-inositol 1,4-bis(dibenzyl phosphate) 
• 138329-00-7 (+/-)-2,3,6-tri-O-benzyl-5-O-p-methoxybenzyl-myo-inositol 1,4-bis(dibenzyl phosphate) 
• 136282-42-3 (+/-)-2,3,6-tri-O-benzyl-myo-inositol 5-(benzyl methylphosphonate) 1,4-bis(dibenzyl phosphate) 
• 138329-01-8 (+/-)-2,3,6-tri-O-benzyl-myo-inositol 5- 1,4-bis(dibenzyl phosphate) 
• 145794-00-9 Phosphorous acid dibenzyl ester (1R,2R,3S,4R,5R,6R)-2,3,6-tris-benzyloxy-4-(bis-benzyloxy-phosphanyloxy)-5-(4-methoxy-benzyloxy)-cyclohexyl ester 
• 145842-29-1 1D-2,3,6-Tri-O-benzyl-5-O-p-methoxybenzyl-myo-inositol 
• 145842-30-4 1D-2,3,6-Tri-O-benzyl-5-O-p-methoxybenzyl-myo-inositol 1,4-bis(dibenzylphosphate) 
• 145842-31-5 (+)-2,3,6-tri-O-benzyl-D-myo-inositol 1,4-O-bis(dibenzyl phosphate) 
• 162879-96-1 Phosphoric acid dibenzyl ester (1R,2R,3S,4R,5R,6R)-2,3,6-tris-benzyloxy-5-(bis-benzyloxy-phosphanyloxy)-4-(bis-benzyloxy-phosphoryloxy)-cyclohexyl ester 
• 116907-55-2 1L-1,2,4-tri-O-benzyl-3,5,6-tris-O-dibenzyloxyphosphoryl-myo-inositol 

Relevant academic research and scientific papers

The preparation of intermediates for the synthesis of 1D-myo-inositol 1,4,5- and 2,4,5-trisphosphates, 1,4-bisphosphate 5-phosphorothioate, and 4,5-bisphosphate 1-phosphorothioate from 1D-3,6-di-O-benzyl-1,2-O-isopropylidene-myo-inositol

The preparation of 1D-1,6-di-O-benzyl-2,5-di-O-p-methoxybenzyl-myo-inositol is described. This compound and 1D-3,6-di-O-benzyl-1,2-O-isopropylidene-myo-inositol were converted into 1D-1,3,6-tri-O-benzyl-myo-inositol which was phosphorylated to give an int

The preparation of phosphorylated intermediates for the synthesis of racemic and chiral myo-inositol 1,4,5-trisphosphate and its phosphorothioate analogues

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.

Synthesis of racemic 5-phosphonate analogues of myo-inositol 1,4,5-tris- and 1,3,4,5-tetrakis-phosphate

(+/-)-2,3,6-Tri-O-benzyl-5-O-p-methoxybenzyl-myo-inositol and (+/-)-2,6-di-O-benzyl-5-O-p-methoxybenzyl-myo-inositol, accessible readily from (+/-)-3,6-di-O-allyl-1,2-O-cyclohexylidene-myo-inositol, were phosphitylated with dibenzyl N,N-di-isopropylphosph

Synthesis of 5-phosphonate analogues of myo-inositol 1,4,5-trisphosphate: Possible intracellular calcium antagonists

The racemic 5-phosphonate analogues IV and V of myo-inositol 1,4,5-trisphosphate were readily accessible by bisphosphorylation of the common precursor 6, removal of the p-methoxybenzyl group, phosphonylation and subsequent hydrogenolysis of the benzyl protecting groups. The methylphosphonate analogue IV acted as a calcium antagonist in permeabilized human platelets, whereas the (difluoromethyl)phosphonate V exhibited only very little antagonistic activity.