24558-77-8

Basic information

• Product Name: 3,4,5,6-Tetrakis-O-(phenylmethyl)-D-myo-inositol
• Synonyms: 3,4,5,6-Tetrakis-O-(phenylmethyl)-D-myo-inositol
• CAS NO: 24558-77-8
• Molecular Weight: 540.656
• Mol File: 24558-77-8.mol
• Article Data: 35

Chemical Properties

• CAS DataBase Reference: 3,4,5,6-Tetrakis-O-(phenylmethyl)-D-myo-inositol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5,6-Tetrakis-O-(phenylmethyl)-D-myo-inositol(24558-77-8)
• EPA Substance Registry System: 3,4,5,6-Tetrakis-O-(phenylmethyl)-D-myo-inositol(24558-77-8)

Safety Data

• Hazardous Substances Data: 24558-77-8(Hazardous Substances Data)

Upstream product

• 128525-55-3 1D-3,4,5,6-O-tetrabenzyl-1,2-O-(D-1',7',7'-trimethyl<2.2.1>bicyclohept-2'-ylidene)-myo-inositol 
• 128459-28-9 C₄₄H₅₀O₆ 
• 100-39-0 benzyl bromide 
• 133162-49-9 1D-3,4,5-tri-O-benzyl-1,2-O-cyclohexylidene-myo-inositol 
• 1122-84-5 1-ethoxycyclohexene 
• 100-44-7 benzyl chloride 
• 111465-38-4 D-3,6-di-O-benzyl-4,5-bis-O-(p-methoxybenzyl)-myo-inositol 
• 124684-96-4 3,4,5,6-tetra-O-benzyl-2-O-(2',3',4',6'-tetra-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol 
• 23486-92-2 1L(1D)-1,4(3,6)-di-O-benzyl-2,3:5,6(1,2:4,5)-di-O-cyclohexylidene-myo-inositol 
• 131147-10-9 4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aR,4R,5S,6R,7R,7aR)-5,6,7-tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl ester 
• 196298-41-6 2,3,4,5-tetra-O-benzyl-D-manno-hexodialdose 
• 110578-68-2 2,3,4,5-tetrakis-benzyloxyhexane-1,6-diol 
• 131146-93-5 (+/-)-1,5,6-tri-O-benzyl-myo-inositol 
• 87-89-8 D-myo-inositol 

Downstream Products

• 6195-45-5 meso-1,3,4,5,6-penta-O-benzyl-myo-inositol 
• 172722-79-1 1-O-benzoyl-3,4,5,6-tetra-O-benzyl-myo-inositol 
• 181782-81-0 D-3,4,5,6-Tetra-O-benzyl-1,2-di-O-methyl-myo-inositol 
• 205246-87-3 D-3,4,5,6-tetra-O-benzyl-1-O-butyl-myo-inositol 
• 205247-20-7 D-3,4,5,6-tetra-O-benzyl-1,2-di-O-butyl-myo-inositol 
• 62102-44-7 2,3,4,5-tetra-O-benzyl-D-ido-hexodialdose 
• 205247-22-9 D-1,2-di-O-butyl-myo-inositol 
• 205246-89-5 D-3,4,5,6-tetra-O-benzyl-1-O-butyl-2-O-butyryl-myo-inositol 
• 205247-26-3 D-1,2-di-O-butyl-myo-inositol 3,4,5,6-tetrakis(dihydrogen phosphate) 
• 205247-24-1 D-1,2-di-O-butyl-myo-inositol 3,4,5,6-tetrakis(dibenzyl)phosphate 
• 181782-83-2 D-1,2-Di-O-butyryl-myo-inositol 
• 163493-88-7 D-3,4,5,6-Tetra-O-benzyl-2-O-butyryl-1-O-methyl-myo-inositol 
• 170452-77-4 3,4,5,6-tetra-O-benzyl-2-O-(2'-O-benzoyl-3',4',6'-tri-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol 

Relevant articles and documents

Advances in analysis and synthesis of myo-inositol-derivatives through resolution by crystallisation

A simple method for the preparation of both enantiomers of tetra-O-benzyl-myo-inositol is presented. This method is based on the resolution of stereoisomers by crystallisation. Starting with the known synthesis of four diastereomers using d-camphor dimeth

Total Synthesis of Phospholipomannan of Candida albicans

First, total synthesis of the cell surface phospholipomannan anchor [β-Manp-(1 → 2)-β-Manp]n-(1 → 2)-β-Manp-(1 → 2)-α-Manp-1 → P-(O → 6)-α-Manp-(1 → 2)-Inositol-1-P-(O → 1)-phytoceramide of Candida albicans is reported. The target phospholipomannan (PLM) anchor poses synthetic challenges such as the unusual kinetically controlled (1 → 2)-β-oligomannan domain, anomeric phosphodiester, and unique phytoceramide lipid tail linked to the glycan through a phosphate group. The synthesis of PLM anchor was accomplished using a convergent block synthetic approach using three main appropriately protected building blocks: (1 → 2)-β-tetramannan repeats, pseudodisaccharide, and phytoceramide-1-H-phosphonate. The most challenging (1 → 2)-β-tetramannan domain was synthesized in one pot using the preactivation method. The phytoceramide-1-H-phosphonate was synthesized through an enantioselective A3 three-component coupling reaction. Finally, the phytoceramide-1-H-phosphonate moiety was coupled with pseudodisaccharide followed by deacetylation to produce the acceptor, which on subsequent coupling with tetramannosyl-H-phosphonate provided the fully protected PLM anchor. Final deprotection was successfully achieved by Pearlman's hydrogenation.

N-heterocyclic carbene-catalyzed benzoin strategy for divergent synthesis of cyclitol derivatives from alditols

A divergent synthesis of cyclitol derivatives has been developed utilizing an N-heterocyclic carbene-catalyzed benzoin-type cyclization of C2-symmetrical dialdoses. The resulting inososes are versatile intermediates, which are readily converted

SYNTHETIC ANALOGUES OF PHOSPHATIDYL-MYO-INOSITOL MANNOSIDES WITH AN INHIBITORY ACTIVITY OF THE INFLAMMATORY RESPONSE

The present invention relates to novel synthetic analogues of phosphatidyl-myo-inositol mannosides (hereinafter referred to as PIMs) of general formula (I): or a pharmaceutically acceptable salt thereof, to the method for preparing same and to the use thereof in the prevention or treatment of a disease associated with the overexpression of cytokines or of chemokines, in particular of TNF and/or of IL-12. The invention also relates to a pharmaceutical composition comprising at least one synthetic derivative of PIM.