1,2,3,4,5-penta-O-acetyl-6-O-(3-oxo-1,4-dihydro-3λ⁵-2,4,3-benzodioxaphosphepin-3-yl)-D-myo-inositol

Base Information

• Chemical Name: 1,2,3,4,5-penta-O-acetyl-6-O-(3-oxo-1,4-dihydro-3λ⁵-2,4,3-benzodioxaphosphepin-3-yl)-D-myo-inositol
• CAS No.: 864951-14-4
• Molecular Formula: C₂₄H₂₉O₁₄P
• Molecular Weight: 572.46

Synonyms:1,2,3,4,5-penta-O-acetyl-6-O-(3-oxo-1,4-dihydro-3λ⁵-2,4,3-benzodioxaphosphepin-3-yl)-D-myo-inositol

Chemical Property of 1,2,3,4,5-penta-O-acetyl-6-O-(3-oxo-1,4-dihydro-3λ⁵-2,4,3-benzodioxaphosphepin-3-yl)-D-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1,2,3,4,5-penta-O-acetyl-6-O-(3-oxo-1,4-dihydro-3λ⁵-2,4,3-benzodioxaphosphepin-3-yl)-D-myo-inositol

There total 2 articles about 1,2,3,4,5-penta-O-acetyl-6-O-(3-oxo-1,4-dihydro-3λ⁵-2,4,3-benzodioxaphosphepin-3-yl)-D-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:

1L-1,2,3,5,6-penta-O-acetyl-4-O-benzyl-myo-inositol (117708-50-6) → 1,2,3,4,5-penta-O-acetyl-6-O-(3-oxo-1,4-dihydro-3λ5-2,4,3-benzodioxaphosphepin-3-yl)-D-myo-inositol (864951-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / H₂ / Pd/C / ethyl acetate / 4 h / 20 °C

2.1: 1H-tetrazole / CH₂Cl₂ / 4 h / 20 °C

2.2: 50 mg / m-CPBA / CH₂Cl₂ / -20 - 20 °C

With 1H-tetrazole; hydrogen; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1002/ejoc.200400918

Reference yield:

1,2,3,4,5-penta-O-acetyl-D-myo-inositol (123538-44-3) + N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine (82372-35-8) → 1,2,3,4,5-penta-O-acetyl-6-O-(3-oxo-1,4-dihydro-3λ5-2,4,3-benzodioxaphosphepin-3-yl)-D-myo-inositol (864951-14-4)

Guidance literature:

1,2,3,4,5-penta-O-acetyl-D-myo-inositol; N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine; With 1H-tetrazole; In dichloromethane; at 20 ℃; for 4h;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -20 - 20 ℃;

DOI:10.1002/ejoc.200400918

Reference yield: 99.0%

1,2,3,4,5-penta-O-acetyl-6-O-(3-oxo-1,4-dihydro-3λ5-2,4,3-benzodioxaphosphepin-3-yl)-D-myo-inositol (864951-14-4) → D-myo-inositol 6-monophosphate (111901-84-9)

Guidance literature:

1,2,3,4,5-penta-O-acetyl-6-O-(3-oxo-1,4-dihydro-3λ⁵-2,4,3-benzodioxaphosphepin-3-yl)-D-myo-inositol; With hydrogen; palladium on activated charcoal; In ethanol; water; at 20 ℃; for 12h;

With sodium hydroxide; water; for 5h; cooling;

DOI:10.1002/ejoc.200400918

upstream raw materials:

1,2,3,4,5-penta-O-acetyl-D-myo-inositol

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

1L-1,2,3,5,6-penta-O-acetyl-4-O-benzyl-myo-inositol

Downstream raw materials:

D-myo-inositol 6-monophosphate

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