(+)-1D-2,3,5,6-tetra-O-benzyl-1-O-(4'-methoxybenzyl)-myo-inositol

Base Information

• Chemical Name: (+)-1D-2,3,5,6-tetra-O-benzyl-1-O-(4'-methoxybenzyl)-myo-inositol
• CAS No.: 1207481-29-5
• Molecular Formula: C₄₂H₄₄O₇
• Molecular Weight: 660.807
• Mol file: 1207481-29-5.mol

Synonyms:(+)-1D-2,3,5,6-tetra-O-benzyl-1-O-(4'-methoxybenzyl)-myo-inositol

Chemical Property of (+)-1D-2,3,5,6-tetra-O-benzyl-1-O-(4'-methoxybenzyl)-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-1D-2,3,5,6-tetra-O-benzyl-1-O-(4'-methoxybenzyl)-myo-inositol

There total 9 articles about (+)-1D-2,3,5,6-tetra-O-benzyl-1-O-(4'-methoxybenzyl)-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: 76.0%

benzyl bromide (100-39-0) + (+)-2,5,6-tri-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol (141040-54-2) → (+)-1D-2,3,5,6-tetra-O-benzyl-1-O-(4'-methoxybenzyl)-myo-inositol (1207481-29-5) + (+)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol (141040-56-4)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; In acetonitrile; Inert atmosphere; Reflux; Molecular sieve;

DOI:10.1039/b913399b

Reference yield: 49.0%

benzyl bromide (100-39-0) + (+)-2,5,6-tri-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol (141040-54-2) → (+)-1D-2,3,5,6-tetra-O-benzyl-1-O-(4'-methoxybenzyl)-myo-inositol (1207481-29-5) + (+)-1D-2,3,4,5,6-penta-O-benzyl 1-O-(4'-methoxybenzyl)-myo-inositol

Guidance literature:

(+)-2,5,6-tri-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; Inert atmosphere;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/b913399b

Reference yield:

(+/-)-2,5,6-tri-O-benzyl-myo-inositol (98906-30-0,104873-76-9,111466-07-0,114297-88-0,114297-91-5,114419-08-8,115184-71-9,115509-75-6,115509-76-7,118354-54-4,118354-55-5,128163-34-8,129706-80-5,136521-84-1,149713-88-2,149713-95-1) → (+)-1D-2,3,5,6-tetra-O-benzyl-1-O-(4'-methoxybenzyl)-myo-inositol (1207481-29-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / toluene p-sulphonic acid / acetone / 5 h / 20 °C

2: NaH / dimethylformamide

3: 1.19 g / 1M HCl / acetone; methanol / 1 h / 20 °C

4: pyridine / 20 °C

5: NaOH / methanol

6: 1) dibutyltin oxide, tetrabutylammonium bromide / CH₃CN, reflux

With pyridine; hydrogenchloride; sodium hydroxide; tetrabutylammomium bromide; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0008-6215(00)90497-X

upstream raw materials:

benzyl bromide

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

(+/-)-2,5,6-tri-O-benzyl-myo-inositol

(+/-)-1,6-O-isopropylidene-2,4,5-tri-O-benzyl-myo-inositol

Downstream raw materials:

Phosphorous acid dibenzyl ester (1R,2S,3R,4R,5R,6R)-2,3,5,6-tetrakis-benzyloxy-4-(bis-benzyloxy-phosphanyloxy)-cyclohexyl ester

1D-2,3,5,6-Tetra-O-benzyl-myo-inositol 1,4-bis(dibenzyl phosphate)