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

Base Information

• Chemical Name: (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-hydroxymethyl-myo-inositol
• CAS No.: 403651-37-6
• Molecular Formula: C₄₃H₄₆O₇
• Molecular Weight: 674.834
• Mol file: 403651-37-6.mol

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

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

There total 11 articles about (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-hydroxymethyl-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: 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

Reference yield:

1-((1R,2R,3R,4S,5R,6R)-2-Allyloxymethyl-3,4,5,6-tetrakis-benzyloxy-cyclohexyloxymethyl)-4-methoxy-benzene → (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-hydroxymethyl-myo-inositol (403651-37-6)

Guidance literature:

1-((1R,2R,3R,4S,5R,6R)-2-Allyloxymethyl-3,4,5,6-tetrakis-benzyloxy-cyclohexyloxymethyl)-4-methoxy-benzene; With 1,4-diaza-bicyclo[2.2.2]octane; RhCl(PPh₃)3; In ethanol; Heating;

With hydrogenchloride; In acetone; Heating;

DOI:10.1016/S0040-4039(02)00354-4

Reference yield:

p-methoxybenzyl chloride (824-94-2) → (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-hydroxymethyl-myo-inositol (403651-37-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Bu₂SnO / toluene / Heating

1.2: CsF / dimethylformamide / 20 °C

2.1: NaH / dimethylformamide / 0 - 20 °C

3.1: DABCO / RhCl(PPh₃)3 / ethanol / Heating

3.2: HCl / acetone / Heating

With 1,4-diaza-bicyclo[2.2.2]octane; sodium hydride; di(n-butyl)tin oxide; RhCl(PPh₃)3; In ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(02)00354-4

upstream raw materials:

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

p-methoxybenzyl chloride

1D-6-O-benzyl-3-deoxy-6-(hydroxymethyl)-1,2:4,5-di-O-isopropylidene-chiro-inositol

(3aR,4R,5R,6S,7R,7aR)-4-Allyloxymethyl-7-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5,6-diol

Downstream raw materials:

(-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-3-deoxy-3-benzyloxy-methyl-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