115072-66-7

Basic information

• Product Name: (±)-5,6-di-O-benzoyl-1,2:3,4-di-O-isopropylidene-myo-inositol
• Synonyms: (±)-5,6-di-O-benzoyl-1,2:3,4-di-O-isopropylidene-myo-inositol
• CAS NO: 115072-66-7
• Molecular Weight: 468.504
• Mol File: 115072-66-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (±)-5,6-di-O-benzoyl-1,2:3,4-di-O-isopropylidene-myo-inositol(CAS DataBase Reference)
• NIST Chemistry Reference: (±)-5,6-di-O-benzoyl-1,2:3,4-di-O-isopropylidene-myo-inositol(115072-66-7)
• EPA Substance Registry System: (±)-5,6-di-O-benzoyl-1,2:3,4-di-O-isopropylidene-myo-inositol(115072-66-7)

Safety Data

• Hazardous Substances Data: 115072-66-7(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 106-95-6 allyl bromide 
• 6404-82-6 (+/-)-1,2-O-isopropylidene-myo-inositol 
• 87-89-8 D-myo-inositol 
• 77-76-9 2,2-dimethoxy-propane 
• 38643-30-0 (±)-1,2:5,6-di-O-isopropylidene-myo-inositol 

Downstream Products

• 38643-30-0 1,2:3,4-di-O-isopropylidene-myo-inositol 
• 64656-21-9 C₄₀H₄₄O₆ 
• 6195-66-0 (+/-)-1,2,5,6-tetra-O-benzyl-myo-inositol 
• 115072-70-3 (+/-)-1,6-di-O-allyl-myo-inositol 
• 65533-41-7 (±)-3-O-benzyl-1,2:5,6-di-O-isopropylidene-myo-inositol 
• 120679-73-4 (+/-)-3,4-di-O-benzyl-1,2:5,6-di-O-isopropylidene-myo-inositol 
• 13035-65-9 (±)-1,6-di-O-benzyl-myo-inositol 
• 526-87-4 (+/-)-Conduritol F 

Relevant articles and documents

Strength from weakness: Conformational divergence between solid and solution states of substituted cyclitols facilitated by CH...O hydrogen bonding

We have investigated the conformational preferences of a series of cyclitol derivatives, namely mono- and diesters of 1,2:5,6-di-O-isopropylidene-myo- inositol and 1,2:5,6-di-O-cyclohexylidene-myo-inositol, in both solid and solution states. The solid-sta

(±)-1,2:5,6-Di-O-isopropylidene-myo-inositol and (±)-6-O-benzoyl-1,2:4,5-di-O-isopropylidene-myo-inositol: A practical preparation of key intermediates for myo-inositol phosphates

A simple and practical synthetic procedure for the versatile intermediates, (±)-1,2:5,6-di-O-isopropylidene-myo-inositol and (±)-6-O-benzoyl-1,2:4,5-di-O-isopropylidene-myo-inositol, is described.

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.