D-2,3,4,5,6-penta-O-benzoyl-1-O-(o-xylene-α,α'-diyldioxyphosphoryl)-myo-inositol

Base Information

• Chemical Name: D-2,3,4,5,6-penta-O-benzoyl-1-O-(o-xylene-α,α'-diyldioxyphosphoryl)-myo-inositol
• CAS No.: 128352-27-2
• Molecular Formula: C₄₉H₃₉O₁₄P
• Molecular Weight: 882.814
• Mol file: 128352-27-2.mol

Synonyms:

Chemical Property of D-2,3,4,5,6-penta-O-benzoyl-1-O-(o-xylene-α,α'-diyldioxyphosphoryl)-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of D-2,3,4,5,6-penta-O-benzoyl-1-O-(o-xylene-α,α'-diyldioxyphosphoryl)-myo-inositol

There total 14 articles about D-2,3,4,5,6-penta-O-benzoyl-1-O-(o-xylene-α,α'-diyldioxyphosphoryl)-myo-inositol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

L-3,4:5.6-di-O-cyclohexylidene-2-O-methyl-(-)-chiro-inositol (6848-53-9) → D-2,3,4,5,6-penta-O-benzoyl-1-O-(o-xylene-α,α'-diyldioxyphosphoryl)-myo-inositol (128352-27-2)

Guidance literature:

Multi-step reaction with 9 steps

1: pyridine / CH₂Cl₂ / 1 h / 0 °C

2: 37 percent / dimethylformamide / 2 h / 45 °C

3: 83 percent / AlCl₃, NaI / acetonitrile / 12 h / Ambient temperature

4: 99 percent / Et₃N / CH₂Cl₂ / 0 °C

5: 96 percent / TFA / methanol / 0.5 h / Ambient temperature

6: 100 percent / pyridine / 2 h / Ambient temperature

7: 93 percent / 4-dimethylaminopyridine (DMAP), Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

8: 100 percent / 80percent aq. acetic acid, p-toluenesulfonic acid / CHCl₃ / 1 h / Ambient temperature

9: 1.) 1H-tetrazole, 2.) m-chloroperbenzoic acid / 1.) CH₂Cl₂, RT, 10 min, 2.) CH₂Cl₂, H₂O, RT, 10 min

With pyridine; 1H-tetrazole; dmap; aluminium trichloride; toluene-4-sulfonic acid; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; sodium iodide; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1246/bcsj.65.366

Reference yield:

D-3,4,5,6-tetra-O-benzoyl-myo-inositol (128442-41-1) → D-2,3,4,5,6-penta-O-benzoyl-1-O-(o-xylene-α,α'-diyldioxyphosphoryl)-myo-inositol (128352-27-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / pyridine / 2 h / Ambient temperature

2: 93 percent / 4-dimethylaminopyridine (DMAP), Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

3: 100 percent / 80percent aq. acetic acid, p-toluenesulfonic acid / CHCl₃ / 1 h / Ambient temperature

4: 1.) 1H-tetrazole, 2.) m-chloroperbenzoic acid / 1.) CH₂Cl₂, RT, 10 min, 2.) CH₂Cl₂, H₂O, RT, 10 min

With pyridine; 1H-tetrazole; dmap; toluene-4-sulfonic acid; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; chloroform;

DOI:10.1246/bcsj.65.366

Reference yield:

D-3-O-benzoyl-1,2-O-cyclohexylidene-myo-inositol (131432-86-5) → D-2,3,4,5,6-penta-O-benzoyl-1-O-(o-xylene-α,α'-diyldioxyphosphoryl)-myo-inositol (128352-27-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / Et₃N / CH₂Cl₂ / 0 °C

2: 96 percent / TFA / methanol / 0.5 h / Ambient temperature

3: 100 percent / pyridine / 2 h / Ambient temperature

4: 93 percent / 4-dimethylaminopyridine (DMAP), Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

5: 100 percent / 80percent aq. acetic acid, p-toluenesulfonic acid / CHCl₃ / 1 h / Ambient temperature

6: 1.) 1H-tetrazole, 2.) m-chloroperbenzoic acid / 1.) CH₂Cl₂, RT, 10 min, 2.) CH₂Cl₂, H₂O, RT, 10 min

With pyridine; 1H-tetrazole; dmap; toluene-4-sulfonic acid; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In methanol; dichloromethane; chloroform;

DOI:10.1246/bcsj.65.366

upstream raw materials:

(+)-1D-1,2,4,5,6-O-pentabenzoyl-myo-inositol

N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine

L-3,4:5.6-di-O-cyclohexylidene-2-O-methyl-(-)-chiro-inositol

D-3,4,5,6-tetra-O-benzoyl-myo-inositol

Downstream raw materials:

D-(+)-myo-inositol 1-phosphate bis(cyclohexylammonium) salt

C₄₁H₃₃O₁₄P

myo-inositol 1-phosphate