117666-29-2

Upstream product

• 100-39-0 benzyl bromide 
• 112204-05-4 (+/-)-3,6-di-O-allyl-1,2-O-cyclohexylidene-myo-inositol 

Downstream Products

• 138328-95-7 C₃₃H₄₂O₇ 
• 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 
• 2002-56-4 (+/-)-myo-Inosit-1,4-bis-dihydrogenphosphat 
• 138329-01-8 (+/-)-2,3,6-tri-O-benzyl-myo-inositol 5- 1,4-bis(dibenzyl phosphate) 
• 136282-42-3 (+/-)-2,3,6-tri-O-benzyl-myo-inositol 5-(benzyl methylphosphonate) 1,4-bis(dibenzyl phosphate) 
• 138329-00-7 (+/-)-2,3,6-tri-O-benzyl-5-O-p-methoxybenzyl-myo-inositol 1,4-bis(dibenzyl phosphate) 
• 136740-88-0 (+/-)-2,3,6-tri-O-benzyl-myo-inositol 1,4-bis(dibenzyl phosphate) 
• 145793-98-2 (+/-)-2,3,6-tri-O-benzyl-5-O-p-methoxybenzyl-1,4-di-O-trans-prop-1-enyl-myo-inositol 
• 138328-97-9 (+/-)-1,4-di-O-allyl-2,3,6-tri-O-benzyl-5-O-p-methoxybenzyl-myo-inositol 
• 138328-98-0 (+/-)-2,3,6-tri-O-benzyl-5-O-p-methoxybenzyl-myo-inositol 
• 138328-96-8 (+/-)-1,4-di-O-allyl-6-O-benzyl-5-O-p-methoxybenzyl-myo-inositol 
• 117708-89-1 (1R,2S,3R,4S,5S,6R)-3,4,6-Tris-allyloxy-5-benzyloxy-cyclohexane-1,2-diol 
• 117708-90-4 (1S,2R,3S,4R,5R,6S)-3,4,6-Tris-allyloxy-5-benzyloxy-cyclohexane-1,2-diol 

Relevant academic research and scientific papers

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.

TOTAL SYNTHESIS OF OPTICALLY ACTIVE MYO-INOSITOL 1,4,5-TRISPHOSPHATE AND MYO-INOSITOL 1,3,4,5-TETRAKISPHOSPHATE

A convenient approach to the preparation of the title compounds illustrating selective protection, optical resolution and phosphorylation is presented.