141040-63-3

Basic information

• Product Name: myo-Inositol, 2,4,5,6-tetrakis-O-(phenylmethyl)-
• Synonyms: myo-Inositol, 2,4,5,6-tetrakis-O-(phenylmethyl)-
• CAS NO: 141040-63-3
• Molecular Formula: C₃₄H₃₆O₆
• Molecular Weight: 540.65
• Mol File: 141040-63-3.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: myo-Inositol, 2,4,5,6-tetrakis-O-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: myo-Inositol, 2,4,5,6-tetrakis-O-(phenylmethyl)-(141040-63-3)
• EPA Substance Registry System: myo-Inositol, 2,4,5,6-tetrakis-O-(phenylmethyl)-(141040-63-3)

Safety Data

• Hazardous Substances Data: 141040-63-3(Hazardous Substances Data)

Upstream product

• 221555-39-1 (-)-1D-1,4-di-O-benzyl-myo-inositol 
• 100-39-0 benzyl bromide 
• 131146-93-5 (+/-)-1,5,6-tri-O-benzyl-myo-inositol 
• 115184-71-9 (+/-)-1,3,4-tri-O-benzyl-myo-inositol 
• 35949-67-8 (±)-1,4-di-O-benzyl-myo-inositol 
• 115072-70-3 (+/-)-1,6-di-O-allyl-myo-inositol 
• 131147-00-7 (3aS,4R,5R,6S,7R,7aR)-6,7-Bis-allyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-4,5-diol 
• 131146-88-8 (±)-4-O-allyl-1-O-benzyl-2,3-O-isopropylidene-myo-inositol 
• 131146-94-6 (+/-)-1,6-di-O-allyl-3-O-benzyl-myo-inositol 
• 131146-95-7 (+/-)-1,6-di-O-allyl-3-O-benzyl-4,5-O-isopropylidene-myo-inositol 
• 131146-97-9 (1S,2S,3R,4S,5R,6R)-3,4,5-Tris-allyloxy-6-benzyloxy-cyclohexane-1,2-diol 
• 131146-87-7 (±)-4-O-allyl-1-O-benzyl-2,3;5,6-di-O-isopropylidene-myo-inositol 
• 131146-96-8 (+/-)-1,2,6-tri-O-allyl-3-O-benzyl-4,5-O-isopropylidene-myo-inositol 
• 116786-69-7 (+/-)-1,6-di-O-allyl-4,5-di-O-benzyl-myo-inositol 

Downstream Products

• 6195-45-5 meso-1,3,4,5,6-penta-O-benzyl-myo-inositol 
• 1334379-56-4 1-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2,4,5,6-tetra-O-benzyl-D-myo-inositol 
• 1334379-57-5 3-O-[2-azido-3-O-(4-bromobenzyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-4-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2,4,5,6-tetra-O-benzyl-D-myo-inositol 
• 141039-22-7 2,4,5,6-Tetra-O-benzyl-myo-inositol 1,3-bis(sodium benzyl phosphate) 
• 140887-22-5 2,4,5,6-Tetra-O-benzyl-myo-inositol 1,3-bis(dibenzyl phosphate) 
• 226889-57-2 1D-2,4,5,6-tetra-O-benzyl-1-O-<(1'S)-camphanoyl>-3-O-(4'-methoxybenzyl)-myo-inositol 
• 226889-55-0 1D-2,4,5,6-tetra-O-benzyl-3-O-<(1'S)-camphanoyl>-1-O-(4'-methoxybenzyl)-myo-inositol 
• 180794-84-7 (-)-2,4,5,6-tetra-O-benzyl-myo-inositol 3-(dibenzyl phosphate) 
• 187979-52-8 1D-2,4,5,6-tetra-O-benzyl-3-O-(4'-methoxybenzyl)-myo-inositol 
• 141040-56-4 (+)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol 
• 180794-83-6 (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol 3-(dibenzyl phosphate) 
• 26277-05-4 1,2,4,5,6-penta-O-benzyl-sn-myo-inositol 
• 140887-09-8 (1R,2R,3S,4R,5R,6R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-cyclohexanol 
• 142544-18-1 DL-1,3,4,5-Tetra-O-benzyl-6-O-tosyl-myo-inositol 

Relevant articles and documents

Relative reactivity of hydroxyl groups in inositol derivatives: role of metal ion chelation

O-Alkylation of myo-inositol derivatives containing more than one hydroxyl group via their alkali metal alkoxides (sodium or lithium) preferentially occurs at a hydroxyl group having a vicinal cis-oxygen atom. In general the observed selectivity is relatively higher for lithium alkoxides than for the corresponding sodium alkoxide. The observed regioselectivity is also dependent on other factors such as the solvent and reaction temperature. A perusal of the results presented in this article as well as those available in the literature suggests that chelation of metal ions by inositol derivatives plays a significant role in the observed regioselectivity. Steric factors associated with the axial or equatorial disposition of the reacting hydroxyl groups do not contribute much to the outcome of these O-alkylation reactions. These results could serve as guidelines in planning synthetic strategies involving other carbohydrates and their derivatives.

Establishment of the structure of pinpollitol by total synthesis of the proposed putative structures

Proposed structures of pinpollitol, namely 1,4-di-O-methyl-chiro-inositol and 1,3-di-O-methyl-chiro-inositol, have been synthesized from myo-inositol. Racemic 1,4-di-O-methyl-chiro-inositol has been synthesized from the readily available 1,2:4,5-di-O-isop

General synthesis of 3-phosphorylated mj'o-inositol phospholipids and derivatives

The D-3-phosphorylated wyo-inositol phospholipids PtdIns(3)P, PtdIns(3,4)P2, PtdIns(3,4,5)P3 and PtdIns(3,5)P2 were synthesised from /yo-inositol orthoformate 8. Key transformations included the regioselective DIBAL- and trimethylaluminium-mediated cleavages of wiyo-inositol orthoformate intermediates and a resolution-protection protocol using the camphor acetals 17. The final reductive debenzylation was effected with Pearlman's catalyst [Pd(OH)J in the presence of sodium hydrogen carbonate. The biological properties of the phospholipids were evaluated against various protein kinases (PKB and PDK-1) in which they played an important activation role.