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

Base Information

• Chemical Name: 1L-1,2,4,5,6-penta-O-benzyl-myo-inositol 3-hydrogen phosphonate
• CAS No.: 243642-98-0
• Molecular Formula: C₄₁H₄₃O₈P
• Molecular Weight: 694.761
• Mol file: 243642-98-0.mol

Synonyms:1L-1,2,4,5,6-penta-O-benzyl-myo-inositol 3-hydrogen phosphonate

Chemical Property of 1L-1,2,4,5,6-penta-O-benzyl-myo-inositol 3-hydrogen phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1L-1,2,4,5,6-penta-O-benzyl-myo-inositol 3-hydrogen phosphonate

There total 1 articles about 1L-1,2,4,5,6-penta-O-benzyl-myo-inositol 3-hydrogen phosphonate 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: 57.0%

(+)-2,3,4,5,6-pentakis-O-benzyl myo-inositol (6195-45-5,13264-84-1,22132-86-1,25018-91-1,26277-05-4,30694-52-1,28366-79-2) → 1L-1,2,4,5,6-penta-O-benzyl-myo-inositol 3-hydrogen phosphonate (243642-98-0)

Guidance literature:

With 1H-imidazole; triethylamine; phosphorus trichloride; In toluene; at -5 ℃; for 1h;

DOI:10.1016/S0008-6215(99)00078-6

Reference yield: 67.0%

methyl 2,3-di-O-benzyl-β-D-arabinofuranoside (214333-73-0) + 1L-1,2,4,5,6-penta-O-benzyl-myo-inositol 3-hydrogen phosphonate (243642-98-0) → methyl 2,3-di-O-benzyl-5-(1L-1,2,4,5,6-penta-O-benzyl-myo-inositol 3-phosphate) β-D-arabinofuranoside

Guidance literature:

methyl 2,3-di-O-benzyl-β-D-arabinofuranoside; 1L-1,2,4,5,6-penta-O-benzyl-myo-inositol 3-hydrogen phosphonate; With 4 A molecular sieve; pivaloyl chloride; In pyridine; at 20 ℃; for 20h;

With iodine; In pyridine; water; at 20 ℃; for 1h;

DOI:10.1016/S0008-6215(99)00078-6

Reference yield:

1L-1,2,4,5,6-penta-O-benzyl-myo-inositol 3-hydrogen phosphonate (243642-98-0) → methyl β-arabinofurnoside 5-(1D-myo-inositol 1-phosphate)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pivaloyl chloride; 4A molecular sieves / pyridine / 20 h / 20 °C

1.2: 67 percent / iodine / pyridine; H₂O / 1 h / 20 °C

2.1: 56 percent / H₂ / Pd(OH)2/C / ethyl acetate; methanol; H₂O / 8 h

With 4 A molecular sieve; hydrogen; pivaloyl chloride; palladium dihydroxide; In pyridine; methanol; water; ethyl acetate; 1.1: Esterification / 1.2: Oxidation / 2.1: Hydrogenolysis;

DOI:10.1016/S0008-6215(99)00078-6

upstream raw materials:

(+)-2,3,4,5,6-pentakis-O-benzyl myo-inositol