98906-35-5

Upstream product

• 98906-32-2 (±)-1,4-di-O-allyl-2,3:5,6-di-O-isopropylidene-myo-inositol 
• 51548-88-0 (+/-)-1,2:4,5-di-O-isopropylidene-myo-inositol 
• 98906-33-3 (±)-1,4-di-O-allyl-2,3-O-isopropylidene-myo-inositol 
• 100-39-0 benzyl bromide 
• 98906-38-8 (3aR,4R,5R,6R,7R,7aS)-4,7-Bis-allyloxy-5,6-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole 
• 112204-06-5 (+/-)-3,6-di-O-allyl-4,5-di-O-benzyl-1,2-O-cyclohexylidene-myo-inositol 
• 112204-04-3 3,6-di-O-allyl-1,2:4,5-di-O-cyclohexylidene-myo-inositol 
• 112204-05-4 (+/-)-3,6-di-O-allyl-1,2-O-cyclohexylidene-myo-inositol 
• 34361-60-9 1,2:4,5-dicyclohexylidene-myo-inositol 
• 87-89-8 D-myo-inositol 

Downstream Products

• 7600-53-5 2-O-methyl-myo-inositol 
• 111392-20-2 (1S,2S,3S,4S,5R,6R)-5,6-Bis-benzyloxy-3-methoxy-cyclohexane-1,2,4-triol 
• 111392-19-9 C₃₀H₃₈O₆ 
• 136282-39-8 1,4-di-O-allyl-2,5,6-tri-O-benzyl-3-O-tert-butyldimethylsilyl-myo-inositol 
• 136282-39-8 1,4-di-O-allyl-3,5,6-tri-O-benzyl-2-O-tert-butyldimethylsilyl-myo-inositol 
• 136282-41-2 Methyl-phosphonic acid benzyl ester (1R,2R,3R,4S,5S,6R)-2,4,5-tris-benzyloxy-3,6-bis-[((E)-propenyl)oxy]-cyclohexyl ester 
• 136304-46-6 2,5,6-tri-O-benzyl-myo-inositol 3-(benzyl methylphosphonate) 
• 136282-40-1 2,5,6-tri-O-benzyl-1,4-di-O-trans-prop-1-enyl-myo-inositol 
• 114342-70-0 DL-2,5,6-tri-O-benzyl-1,3,4-tris(dibenzylphospho)-myo-inositol 
• 2068-89-5 (+/-)-myo-inositol-1,3,4-trisphosphate 
• 98906-30-0 (+/-)-2,5,6-tri-O-benzyl-myo-inositol 
• 98925-54-3 (+/-)-1,3,4-tri-O-allyl-2,5,6-tri-O-benzyl-myo-inositol 
• 111392-18-8 (+/-)-1,3,4-tri-O-allyl-5,6-di-O-benzyl-myo-inositol 
• 136282-38-7 1,4-di-O-allyl-5,6-di-O-benzyl-3-O-tert-butyldimethylsilyl-myo-inositol 

Relevant academic research and scientific papers

Synthesis of racemic 3-methylphosphonate analogues of myo-inositol 3,4-bis- and 1,3,4-trisphosphate

The partially benzyl protected myo-inositol derivatives 11a and 11b, the C-4 and C-1,4 hydroxyl function(s) of which are protected with temporary trans-prop-1-enyl protecting group(s), were readily converted into the respective title compounds 18a and 18b by sequential methylphosphonylation, mild cleavage of the trans-prop-1-enyl group(s), phosphorylation and removal of all permanent benzyl protecting groups.

The Allyl Group for Protection in Carbohydrate Chemistry. Part 18. Allyl and Benzyl Ethers of myo-Inositol. Intermediates for the Synthesis of myo-Inositol Triphosphates

Racemic 1,2:4,5-di-O-isopropylidene-myo-inositol was converted into racemic 1,2,4-tri-O-benzyl-myo-inositol, 1,2,4-tri-O-p-methoxybenzyl-myo-inositol and 2,4,5-tri-O-benzyl-myo-inositol using allyl groups for 'temporary' protection.The benzyl ethers are required as intermediates for the synthesis of the 'second messenger', inositol 1,4,5-triphosphate and its metabolite, inositol 1,3,4-triphosphate. 1,2,3,4-Tetra-O-benzyl-myo-inositol, and its two monoallyl and monoprop-1-enyl ethers, were also prepared as model compounds for phosphorylation studies of the vicinal 5,6-diol system which occurs in 1,2,4-tri-O-benzyl-myo-inositol.

SYNTHESIS OF RACEMIC MYO-INOSITOL 1,3,4-TRIPHOSPHATE VIA A PHOSPHITE-TRIESTER APPROACH

Phosphitylation of (+/-)- 2,4,5-tri-O-benzyl-myo-Inositol with bis(2-cyanoethyl)chlorophosphine gave, after oxidation followed by basic hydrolysis and subsequently hydrogenolysis, (+/-)-myo-Inositol 1,3,4-triphosphate.