96092-80-7

Basic information

• Product Name: 1,2:3,4-di-O-isopropylidene-myo-inositol
• CAS NO: 96092-80-7
• Molecular Weight: 260.287
• Mol File: 96092-80-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1,2:3,4-di-O-isopropylidene-myo-inositol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2:3,4-di-O-isopropylidene-myo-inositol(96092-80-7)
• EPA Substance Registry System: 1,2:3,4-di-O-isopropylidene-myo-inositol(96092-80-7)

Safety Data

• Hazardous Substances Data: 96092-80-7(Hazardous Substances Data)

Upstream product

• 116-11-0 2-Methoxypropene 
• 87-89-8 D-myo-inositol 
• 115072-66-7 (±)-3,4-di-O-benzoyl-1,2:5,6-di-O-isopropylidene-myo-inositol 
• 38643-29-7 (+/-)-O¹,O²;O³,O⁴;O⁵,O⁶-triisopropylidene-epi-inositol 
• 488-58-4 epi-Inositol 
• 115072-66-7 (±)-5,6-di-O-benzoyl-1,2:3,4-di-O-isopropylidene-myo-inositol 
• 115072-69-0 5,6-di-O-allyl-1,2:3,4-di-O-isopropylidene-myo-inositol 
• 115072-67-8 (3aR,4S,5S,5aR,8aR,8bS)-2,2,7,7-Tetramethyl-4,5-bis-[((E)-propenyl)oxy]-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxole 
• 6404-82-6 (+/-)-1,2-O-isopropylidene-myo-inositol 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 39248-61-8 (+/-)-O⁶-acetyl-O¹,O²;O³,O⁴-diisopropylidene-O⁵-(toluene-4-sulfonyl)-epi-inositol 
• 122596-73-0 (+/-)-O¹,O²;O³,O⁴-diisopropylidene-O⁵,O⁶-bis-(4-nitro-benzenesulfonyl)-epi-inositol 
• 4782-75-6 conduritol D 
• 120679-73-4 (+/-)-3,4-di-O-benzyl-1,2:5,6-di-O-isopropylidene-myo-inositol 
• 65533-41-7 (±)-3-O-benzyl-1,2:5,6-di-O-isopropylidene-myo-inositol 
• 139686-87-6 (3aS,4S,5S,5aR,8aS,8bS)-5-Benzyloxy-2,2,7,7-tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxol-4-ol 
• 115072-70-3 (+/-)-1,6-di-O-allyl-myo-inositol 
• 6195-66-0 (+/-)-1,2,5,6-tetra-O-benzyl-myo-inositol 
• 64656-21-9 C₄₀H₄₄O₆ 
• 115072-66-7 (±)-3,4-di-O-benzoyl-1,2:5,6-di-O-isopropylidene-myo-inositol 
• 131147-10-9 4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aS,4S,5R,6S,7S,7aS)-5,6,7-tris-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl ester 
• 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 
• 131233-67-5 1,4,5,6-tetra-O-benzyl-2,3-isopropylidene-sn-myo-inositol 
• 131233-64-2 3,4,5,6-tetra-O-benzyl-1,2-isopropylidene-sn-myo-inositol 

Relevant articles and documents

H2SO4-silica: An eco-friendly heterogeneous catalyst for the differential protection of myo-inositol hydroxyl groups

There is enormous interest in myo-inositol derivatives as they serve as precursors for the synthesis of several biologically important phosphoinositols, natural products, catalyst, supramolecular architectures etc. However the presence of six secondary hy

Practical synthesis of all inositol stereoisomers from myo-inositol

Synthesis of six inositol stereoisomers was successfully carried out via conduritol intermediates prepared from myo-inositol. Dihydroxylation and epoxidation followed by ring opening of the conduritol B, C and F derivatives gave epi-, allo-, muco-, neo-, DL-chiro- and scyllo-inositol. The cis- inositol derivative, which may not be prepared by this approach, was synthesized in 5 steps via 2-O-benzoyl-myo-inositol orthoformate as the key intermediate.

Regioselective functionalizations and conformational studies of di-O-isopropylidene-myo-inositol derivatives

(+/-)-1,2:4,5-Di-O-isopropylidene-myo-inositol (5) and (+/-)-1,2:5,6-di-O-isopropylidene-myo-inositol (6) could be regioselectively functionalized in reactions including alkylation, acylation, and silylation at HO-3 in preference to HO-6 and HO-4, respectively, under specific conditions.The presence of intramolecular hydrogen bonding was evident in IR and 1H NMR spectra, and the HO-3 group was identified as the hydrogen-bonding donor in 5 and 6.In their crystalline states, diol 5 prefers a chair conformation and diol 6 a twist boat (skew) conformation.Both compounds appear to have substantial populations of chair conformations in the gas and solution phases, on the basis of the MM-2 energy minimizations and comparisons of vicinal coupling constants observed in the 1H NMR spectra (in CDCl3 and Me2SO-d6) and calculated from the crystal and MM-2 conformations.It is suggested as an explanation for the observed selectivities that the kinetic acidity of the HO-3 group may be enhanced through its intramolecular hydrogen bonding with the cis-vicinal oxygen, or the nucleophilicity of the 3-alkoxide may be enhanced due to its interaction with the cis-vicinal oxygen in a manner similar to the through-space α-effect.