D-2,3-O-cyclohexylidene-1-O-(dibenzylphosphoryl)-4,5-di-O-(o-xylylenephosphoryl)-myo-inositol

Base Information

• Chemical Name: D-2,3-O-cyclohexylidene-1-O-(dibenzylphosphoryl)-4,5-di-O-(o-xylylenephosphoryl)-myo-inositol
• CAS No.: 627084-29-1
• Molecular Formula: C₄₂H₄₇O₁₅P₃
• Molecular Weight: 884.747
• Mol file: 627084-29-1.mol

Synonyms:D-2,3-O-cyclohexylidene-1-O-(dibenzylphosphoryl)-4,5-di-O-(o-xylylenephosphoryl)-myo-inositol

Chemical Property of D-2,3-O-cyclohexylidene-1-O-(dibenzylphosphoryl)-4,5-di-O-(o-xylylenephosphoryl)-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of D-2,3-O-cyclohexylidene-1-O-(dibenzylphosphoryl)-4,5-di-O-(o-xylylenephosphoryl)-myo-inositol

There total 3 articles about D-2,3-O-cyclohexylidene-1-O-(dibenzylphosphoryl)-4,5-di-O-(o-xylylenephosphoryl)-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: 91.0%

tribenzyl phosphite (15205-57-9) + L-1,2-O-cyclohexylidene-5,6-di-O-(o-xylylenephosphoryl)-myo-inositol (524047-36-7) → D-2,3-O-cyclohexylidene-1-O-(dibenzylphosphoryl)-4,5-di-O-(o-xylylenephosphoryl)-myo-inositol (627084-29-1)

Guidance literature:

With 2,6-dimethylpyridine; pyridinium hydrobromide perbromide; In dichloromethane; at -42 - 0 ℃; for 2.16667h;

DOI:10.1016/S0040-4020(03)01212-2

Reference yield:

N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine (82372-35-8) → D-2,3-O-cyclohexylidene-1-O-(dibenzylphosphoryl)-4,5-di-O-(o-xylylenephosphoryl)-myo-inositol (627084-29-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1H-tetrazole / CH₂Cl₂ / 1.5 h / 20 °C

1.2: 95 percent / m-chloroperoxybenzoic acid / CH₂Cl₂; H₂O / 0.58 h / -78 - 20 °C

2.1: 81 percent / acetic acid; tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 12 h / -20 °C

3.1: 91 percent / 2,6-lutidine; pyridinium tribromide / CH₂Cl₂ / 2.17 h / -42 - 0 °C

With 2,6-dimethylpyridine; 1H-tetrazole; tetrabutyl ammonium fluoride; acetic acid; pyridinium hydrobromide perbromide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(03)01212-2

Reference yield:

L-1,2-O-cyclohexylidene-3,4-O-(tetraisopropyldisiloxane-1,3-diyl)-myo-inositol (524047-34-5) → D-2,3-O-cyclohexylidene-1-O-(dibenzylphosphoryl)-4,5-di-O-(o-xylylenephosphoryl)-myo-inositol (627084-29-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1H-tetrazole / CH₂Cl₂ / 1.5 h / 20 °C

1.2: 95 percent / m-chloroperoxybenzoic acid / CH₂Cl₂; H₂O / 0.58 h / -78 - 20 °C

2.1: 81 percent / acetic acid; tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 12 h / -20 °C

3.1: 91 percent / 2,6-lutidine; pyridinium tribromide / CH₂Cl₂ / 2.17 h / -42 - 0 °C

With 2,6-dimethylpyridine; 1H-tetrazole; tetrabutyl ammonium fluoride; acetic acid; pyridinium hydrobromide perbromide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(03)01212-2

upstream raw materials:

tribenzyl phosphite

L-1,2-O-cyclohexylidene-5,6-di-O-(o-xylylenephosphoryl)-myo-inositol

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

L-1,2-O-cyclohexylidene-3,4-O-(tetraisopropyldisiloxane-1,3-diyl)-myo-inositol

Downstream raw materials:

1D-myo-inositol 1,4,5-tris(dihydrogen phosphat) sodium salt