(-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-methylene-myo-inositol

Base Information

• Chemical Name: (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-methylene-myo-inositol
• CAS No.: 403651-36-5
• Molecular Formula: C₄₃H₄₄O₆
• Molecular Weight: 656.819
• Mol file: 403651-36-5.mol

Synonyms:(-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-methylene-myo-inositol

Chemical Property of (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-methylene-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-methylene-myo-inositol

There total 2 articles about (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-methylene-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: 80.0%

Methyltriphenylphosphonium bromide (1779-49-3) + (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-oxo-myo-inositol (403651-35-4) → (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-methylene-myo-inositol (403651-36-5)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In toluene; for 0.5h; Heating;

(-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-oxo-myo-inositol; In toluene; at 100 - 110 ℃; for 2h;

DOI:10.1016/S0968-0896(01)00232-2

Reference yield:

(+)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol (141040-56-4) → (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-methylene-myo-inositol (403651-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 90 percent / Ac₂O / dimethylsulfoxide / 23 °C

2.1: potassium t-butoxide / toluene / 0.5 h / Heating

2.2: 80 percent / toluene / 2 h / 100 - 110 °C

With potassium tert-butylate; acetic anhydride; In dimethyl sulfoxide; toluene; 2.2: Wittig reaction;

DOI:10.1016/S0968-0896(01)00232-2

Reference yield: 71.0%

(-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-methylene-myo-inositol (403651-36-5) → (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-hydroxymethyl-myo-inositol (403651-37-6)

Guidance literature:

(-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-methylene-myo-inositol; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; benzene; at 20 ℃;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; methanol; benzene; at 55 ℃; for 2h;

DOI:10.1016/S0968-0896(01)00232-2

upstream raw materials:

Methyltriphenylphosphonium bromide

(-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-oxo-myo-inositol

(+)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol

Downstream raw materials:

(-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-hydroxymethyl-myo-inositol

(-)-2,4,5,6-tetra-O-benzyl-3-deoxy-3-benzyloxymethyl-myo-inositol

(-)-2,4,5,6-tetra-O-benzyl-3-deoxy-3-bromomethyl-myo-inositol

(-)-2,4,5,6-tetra-O-benzyl-3-deoxy-3-chloromethyl-myo-inositol