114488-20-9

Upstream product

• 28841-60-3 D-myo-inositol 1,4,5,6-tetrakisphosphate 
• 80582-74-7 (1S,2S,3S,4S)-anti-benzene dioxide 
• 454199-95-2 L-1,2,6-tri-O-benzoyl-3,4-O-isopropylidene-myo-inositol 
• 454200-06-7 L-1,6-di-O-benzoyl-3,4-O-isopropylidene-myo-inositol 
• 455268-36-7 L-1,2,6-tri-O-benzoyl-myo-inositol 
• 165883-87-4 L-1,6-di-O-benzoyl-myo-inositol 
• 80582-73-6 (1S,2R,3S,6S)-2-bromo-7-oxabicyclo[4.1.0]hept-4-en-3-ol 
• 864950-99-2 (1S,2R,3S,6R)-6-benzyloxy-2-bromocyclohex-4-ene-1,3-diol 
• 864951-03-1 (1R,2S,3S,4R)-1-O-benzylconduritol B 
• 864951-19-9 (1R,2S,3S,4R)-1-O-benzyl-2,3,4-tris-O-(3-oxo-1,4-dihydro-3λ⁵-2,4,3-benzodioxaphosphepin-3-yl)conduritol B 

Downstream Products

• 28841-60-3 D-myo-inositol 1,4,5,6-tetrakisphosphate 

Relevant academic research and scientific papers

Synthesis of enantiomerically pure D-myo-inositol 1,5,6-trisphosphate

The synthesis of enantiomerically pure D-myo-inositol 1,5,6-trisphosphate from myo-inositol involving two sequential regioselective protections of hydroxyl groups in the intermediate selfresolving myo-inositol camphor monoacetal has been accomplished.

Flexible stereo- and regioselective synthesis of myo-inositol phosphates (Part 2): Via nonsymmetrical conduritol B derivatives

A practical route is described for the preparation of myo-inositol phosphates. Optically pure compounds can be prepared, in both forms, from p-benzoquinone by enzymatic resolution of a diacetoxyconduritol key intermediate. Monosubstituted inositol derivat

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.

Enzyme-assisted total synthesis of the optical antipodes D-myo-inositol 3,4,5-trisphosphate and D-myo-inositol 1,5,6-trisphosphate: Aspects of their structure-activity relationship to biologically active inositol phosphates

Unambiguous total syntheses of both optical antipodes of the enantiomeric pair D-myo-inositol 3,4,5-trisphosphate (Ins(3,4,5)P3) and D- myo-inositol 1,5,6-trisphosphate (Ins(1,5,6)P3) are described. The ring system characteristic of