180794-83-6

Basic information

• Product Name: D-myo-Inositol, 1-O-(4-methoxyphenyl)methyl-2,4,5,6-tetrakis-O-(phenylmethyl)-, bis(phenylmethyl) phosphate
• Synonyms: D-myo-Inositol, 1-O-(4-methoxyphenyl)methyl-2,4,5,6-tetrakis-O-(phenylmethyl)-, bis(phenylmethyl) phosphate
• CAS NO: 180794-83-6
• Molecular Formula: C₅₆H₅₇O₁₀P
• Molecular Weight: 921.02
• Mol File: 180794-83-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: D-myo-Inositol, 1-O-(4-methoxyphenyl)methyl-2,4,5,6-tetrakis-O-(phenylmethyl)-, bis(phenylmethyl) phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: D-myo-Inositol, 1-O-(4-methoxyphenyl)methyl-2,4,5,6-tetrakis-O-(phenylmethyl)-, bis(phenylmethyl) phosphate(180794-83-6)
• EPA Substance Registry System: D-myo-Inositol, 1-O-(4-methoxyphenyl)methyl-2,4,5,6-tetrakis-O-(phenylmethyl)-, bis(phenylmethyl) phosphate(180794-83-6)

Safety Data

• Hazardous Substances Data: 180794-83-6(Hazardous Substances Data)

Upstream product

• 6404-82-6 (+/-)-1,2-O-isopropylidene-myo-inositol 
• 824-94-2 p-methoxybenzyl chloride 
• 141040-54-2 (+)-2,5,6-tri-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol 
• 140887-04-3 (+/-)-2,5,6-Tri-O-benzyl-3,4-O-isopropylidene-1-O-p-methoxybenzyl-myo-inositol 
• 100-39-0 benzyl bromide 
• 180794-82-5 (+)-3-O-allyl-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol 
• 124601-98-5 (-)-6-O-benzyl-2,3:4,5-di-O-cyclohexylidene-myo-inositol 
• 41545-19-1 (+)-1,2:5,6-di-O-cyclohexylidene-myo-inositol 
• 226889-55-0 1D-2,4,5,6-tetra-O-benzyl-3-O-<(1'S)-camphanoyl>-1-O-(4'-methoxybenzyl)-myo-inositol 
• 141040-56-4 (+)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol 
• 140887-09-8 (1R,2R,3S,4R,5R,6R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-cyclohexanol 
• 141040-63-3 2,4,5,6-tetra-O-benzyl-DL-myo-inositol 

Downstream Products

• 180794-84-7 (-)-2,4,5,6-tetra-O-benzyl-myo-inositol 3-(dibenzyl phosphate) 

Relevant articles and documents

Synthesis and biological evaluation of phosphatidylinositol phosphate affinity probes

The synthesis of the complete family of phosphatidylinositol phosphate analogues (PIPs) from five key core intermediates A-E is described. These core compounds were obtained from myo-inositol orthoformate 1 via regioselective DIBAL-H and trimethylaluminium-mediated cleavages and a resolution-protection process using camphor acetals 10. Coupling of cores A-E with phosphoramidites 34 and 38, derived from the requisite protected lipid side chains, afforded the fully-protected PIPs. Removal of the remaining protecting groups was achieved via hydrogenolysis using palladium black or palladium hydroxide on carbon in the presence of sodium bicarbonate to afford the complete family of dipalmitoyl- and amino-PIP analogues 42, 45, 50, 51, 58, 59, 67, 68, 76, 77, 82, 83, 92, 93, 99 and 100. Investigations using affinity probes incorporating these compounds have identified novel proteins involved in the PI3K intracellular signalling network and have allowed a comprehensive proteomic analysis of phosphoinositide interacting proteins. The Royal Society of Chemistry 2010.

The preparation of racemic and enantiomerically pure myo-inositol derivatives as intermediates for the synthesis of phosphatidylinositol 3-, 3,4-bis-, and 3,4,5-tris-phosphates and for the synthesis of analogues of 1D-myo-inositol 1,3,4,5-tetrakisphosphat

Details of the products obtained by the tin-mediated allylation and benzylation of 1,2-O-isopropylidene-myo-inositol, which were previously described in a preliminary communication, are provided here. Some of the products from these reactions, particularl