165883-86-3

Upstream product

• 57-55-6 propylene glycol 
• 87-89-8 D-myo-inositol 
• 211294-79-0 (3aS,4R,5R,5aR,8aR,8bR)-2,2,7,7-Tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxole-4,5-diol 
• 211294-76-7 Acetic acid (3aR,4R,5S,5aR,8aR,8bS)-5-hydroxy-2,2,7,7-tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxol-4-yl ester 
• 98-88-4 benzoyl chloride 
• 38643-30-0 (±)-1,2:5,6-di-O-isopropylidene-myo-inositol 
• 142534-59-6 1D-<1,6-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)>-myo-inositol 
• 881881-00-1 D-3-O-benzoyl-2,6-di-O-benzyl-myo-inositol 

Downstream Products

• 165689-83-8 1D-1-O-(tert-butyldiphenylsilyl)-3-O-benzoyl-myo-inositol 
• 26326-86-3 Ins(1,2,3,4,5)P₅ 

Relevant academic research and scientific papers

Lead-Catalyzed Aqueous Benzoylation of Carbohydrates with an Acyl Phosphate Ester

Biochemical systems utilize adenylates of amino acids to aminoacylate the 3′-terminal diols of tRNAs. The reactive acyl group of the biological acylation agent is a subset of the general class of acyl phosphate monoesters. Those compounds are relatively stable in aqueous solutions, and their alkyl esters are conveniently prepared. It has previously been shown that biomimetic reactions of acyl phosphate monoesters with diols and carbohydrates are promoted by lanthanide salts. However, they also promote hydrolysis of acyl phosphate reagents, and the overall yields are modest. An assessment of the catalytic potential of alternative Lewis acids reveals that lead ions may be more effective as catalysts than lanthanides. Treatment of carbohydrates with benzoyl methyl phosphate (BMP) and triethylamine in water with added lead nitrate produces monobenzoyl esters in up to 75% yield. This provides a water-compatible pathway for novel patterns of benzoylation of polyhydroxylic compounds.

Chiral desymmetrisation of myo-inositol 1,3,5-orthobenzoate gives rapid access to precursors for second messenger analogues

Chiral desymmetrisation of myo-inositol 1,3,5-orthobenzoate via the formation of diastereoisomeric bis[(1S)-(-)-camphanate] esters provides a convenient and fast route to precursors for biologically important inositol phosphates and lipids, and to synthet

Syntheses of two enantiomeric pairs of myo-inositol(1,2,4,5,6) and - (1,2,3,4,5)pentakisphosphate

Two enantiomeric pairs of myo-inositol(1,2,4,5,6)P5 and - (1,2,3,4,5)P5 have efficiently been synthesized by means of the lipase catalyzed acetylation of 1,2:5,6-di-O-isopropylidene-myo-inositol and the benzoyl migration procedure.

General synthesis of phosphatidylinositol 3-phosphates

Uniform synthetic approach to phosphatidylinositol 3-phosphate, 3,4-bisphosphate and 3,4,5-trisphosphate has been elaborated starting from 1D-1-O-tert-butyldiphenylsilyl- and 1,6-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-myo-inositols using regioselec