165883-87-4

Upstream product

• 454199-82-7 L-1,6-di-O-benzoyl-2,3-O-isopropylidene-myo-inositol 
• 98-88-4 benzoyl chloride 
• 142534-59-6 1D-<1,6-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)>-myo-inositol 

Downstream Products

• 454200-06-7 L-1,6-di-O-benzoyl-3,4-O-isopropylidene-myo-inositol 
• 455268-44-7 D-3,4,5-tri-O-benzoyl-myo-inositol 1,2,6-tris(diethyl phosphate) 
• 455268-40-3 D-2,3,4-tri-O-benzoyl-myo-inositol 1,5,6-tris(diethyl phosphate) 
• 454198-68-6 D-2,3,5-tri-O-benzoyl-myo-inositol 1,4,6-tris(diethyl phosphate) 
• 454198-75-5 L-2,5,6-tri-O-benzoyl-myo-inositol 1,3,4-tris(diethyl phosphate) 
• 454198-79-9 L-2,3,6-tri-O-benzoyl-myo-inositol 1,4,5-tris(diethyl phosphate) 
• 454198-56-2 L-1,3,6-tri-O-benzoyl-myo-inositol 2,4,5-tris(diethyl phosphate) 
• 454199-95-2 L-1,2,6-tri-O-benzoyl-3,4-O-isopropylidene-myo-inositol 

Relevant academic research and scientific papers

Divergent syntheses of all possible optically active regioisomers of myo-inositol tris- and tetrakisphosphates

Since the discovery of D-myo-inositol 1,4,5-trisphosphate, which plays a pivotal role as a second messenger in transmembrane signaling, the scope of the phosphoinositide-based signaling processes has been continually expanding. However, the clear understanding of the molecular signal transduction mechanisms including the functions of newly found IPn is still lacking. As a continuing effort to our previously reported syntheses of all possible 39 optically inactive regioisomers of myoinositol phosphates (IPn; n = 1-6), we synthesized all possible optically active regioisomers of myo-IP3 and myo-IP4 using chiral IBz3s and IBz2s, respectively. A series of procedures involving CRL-catalyzed enzymatic resolution of racemic 1,2:5,6-di-O-isopropylidene-myo-inositol and base-catalyzed benzoyl migration in tri- and dibenzoyl-isopropylidene-myo-inositol afforded eight enantiomeric pairs of IBz3 and six enantiomeric pairs of IBz2, respectively. Phosphorylation of these intermediates by the phosphitylation and oxidation procedure gave the target products.

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