26276-99-3

Basic information

• Product Name: 1,4,5,6-Tetra-O-benzyl-myo-inositol
• Synonyms: 1,4,5,6-Tetra-O-benzyl-myo-inositol;1,4,5,6-Tetrakis-O-(phenylmethyl)-myo-inositol;1,4,5,6-Tetra-O-Benzyl-Ins
• CAS NO: 26276-99-3
• Molecular Formula: C₃₄H₃₆O₆
• Molecular Weight: 309.384
• Mol File: 26276-99-3.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 440.4°Cat760mmHg
• Flash Point: 220.1°C
• Appearance: /
• Density: 1.29g/cm³
• CAS DataBase Reference: 1,4,5,6-Tetra-O-benzyl-myo-inositol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,5,6-Tetra-O-benzyl-myo-inositol(26276-99-3)
• EPA Substance Registry System: 1,4,5,6-Tetra-O-benzyl-myo-inositol(26276-99-3)

Safety Data

• Hazardous Substances Data: 26276-99-3(Hazardous Substances Data)

Upstream product

• 6691-27-6 (+/-)-cis-1,2-O-cyclohexylidene-3,4,5,6-tetrakis-O-benzyl myo-inositol 
• 76690-09-0 1⁽³⁾,2-di-O-(2-tetrahydropyranyl)3⁽¹⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-benzyl-sn-myoinositol 
• 100-44-7 benzyl chloride 
• 23262-94-4 2-O-(2-tetrahydropyranyl)-1⁽³⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-benzyl-sn-myoinositol 
• 23262-94-4 1⁽³⁾-O-(2-tetrahydropyranyl)-3⁽¹⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-benzyl-sn-myoinositol 
• 29847-13-0 (±)-1,4,5,6-tetra-O-benzyl-2,3-O-isopropylidene-myo-inositol 
• 6763-47-9 rac-1,2-O-cyclohexylidene-myo-inositol 
• 6404-82-6 (+/-)-1,2-O-isopropylidene-myo-inositol 
• 87-89-8 D-myo-inositol 
• 129979-72-2 4,5,6-tri-O-benzyl-1,2-O-methylene-DL-myo-inositol 
• 129952-33-6 (1R,5S,6R,7S,8S,9S)-6,7,8,9-tetrakis(benzyloxy)-2,4-dioxabicyclo<3.3.1>nonane 
• 129952-31-4 (+/-)-2,4,6-tri-O-benzyl-1,3-O-methylidene-D-myo-inositol 
• 100-39-0 benzyl bromide 
• 114847-11-9 meso-2,4,6-tri-O-benzyl-D-myo-inositol-1,3,5-O-orthoformate 

Downstream Products

• 76690-09-0 1⁽³⁾,2-di-O-(2-tetrahydropyranyl)3⁽¹⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-benzyl-sn-myoinositol 
• 23262-94-4 2-O-(2-tetrahydropyranyl)-1⁽³⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-benzyl-sn-myoinositol 
• 23262-94-4 1⁽³⁾-O-(2-tetrahydropyranyl)-3⁽¹⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-benzyl-sn-myoinositol 
• 135042-05-6 1,4,5,6-Tetra-O-benzyl-2,3-di-O-hexyl-myo-inosit 
• 112489-39-1 C₃₉H₄₂O₆ 
• 120144-52-7 (3aR,4R,5S,6S,7R,7aS)-4,5,6,7-Tetrakis-benzyloxy-2-methoxy-hexahydro-benzo[1,3,2]dioxaphosphole 
• 120144-51-6 Diisopropyl-phosphoramidous acid methyl ester (1R,2S,3R,4S,5R,6R)-2,3,4,5-tetrakis-benzyloxy-6-hydroxy-cyclohexyl ester 
• 120144-51-6 Diisopropyl-phosphoramidous acid methyl ester (1R,2R,3S,4R,5S,6R)-2,3,4,5-tetrakis-benzyloxy-6-hydroxy-cyclohexyl ester 
• 154635-14-0 (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (1R,2R,3S,4R,5S,6R)-2,3,4,5-tetrakis-benzyloxy-6-hydroxy-cyclohexyl ester 
• 154635-13-9 (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (1S,2S,3R,4S,5R,6S)-2,3,4,5-tetrakis-benzyloxy-6-hydroxy-cyclohexyl ester 
• 6382-98-5 1,2,3,4,5,6-hexa-O-benzyl-myo-inositol 
• 6195-45-5 meso-1,3,4,5,6-penta-O-benzyl-myo-inositol 
• 23262-92-2 (+/-)-1-O-benzoyl-3,4,5,6-tetra-O-benzyl-myo-inositol 
• 135042-07-8 1-O-acetyl-3,4,5,6-tetra-O-benzyl-myo-inositol 

Relevant articles and documents

A synthesis of (plus or minus)-myo-inositol 1-phosphate.

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Synthesis and in vitro anticancer activity evaluation of novel bioreversible phosphate inositol derivatives

The chemistry and biology of phosphorylated inositols have become intense areas of research during the last two decades due to their involvement in various cellular signaling processes. However, the metabolic instability by phosphatases or kinases and poo

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.