1,3,4,5-Tetra-O-benzyl-D-myo-inositol

Base Information

• Chemical Name: 1,3,4,5-Tetra-O-benzyl-D-myo-inositol
• CAS No.: 261722-84-3
• Molecular Formula: C₃₄H₃₆O₆
• Molecular Weight: 540.656
• Mol file: 261722-84-3.mol

Synonyms:1,3,4,5-Tetra-O-benzyl-D-myo-inositol

Chemical Property of 1,3,4,5-Tetra-O-benzyl-D-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3,4,5-Tetra-O-benzyl-D-myo-inositol

There total 14 articles about 1,3,4,5-Tetra-O-benzyl-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: 82.0%

benzyl bromide (100-39-0) + 3,4,5-tri-O-benzyl-D-myo-inositol (131233-69-7) → 1,3,4,5-Tetra-O-benzyl-D-myo-inositol (261722-84-3)

Guidance literature:

3,4,5-tri-O-benzyl-D-myo-inositol; With di(n-butyl)tin oxide; In benzene; for 20h; Heating;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In benzene; at 70 ℃; for 2h;

DOI:10.1039/a907318c

Reference yield:

benzyl bromide (100-39-0) → 1,3,4,5-Tetra-O-benzyl-D-myo-inositol (261722-84-3)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydride / dimethylformamide

2: toluene-p-sulphonic acid / acetone; H₂O / 0.83 h / 20 °C

3: 1) tetrabutylammonium bromide, dibutyltin oxide

4: 1.2 g / pyridine / 12 h / 20 °C

5: sodium hydroxide / methanol / 0.25 h / Heating

6: M HCl / methanol / 0.67 h / Heating

7: 1) dibutyltin oxide, tetrabutylammonium bromide / 2) benzylation

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

DOI:10.1016/0008-6215(90)80132-M

Reference yield:

(±)-1,2:5,6-di-O-isopropylidene-myo-inositol (38643-30-0,40617-60-5,42973-31-9,65556-81-2,96092-79-4,96092-80-7,115116-18-2,115116-20-6) → 1,3,4,5-Tetra-O-benzyl-D-myo-inositol (261722-84-3)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydride / dimethylformamide

2: toluene-p-sulphonic acid / acetone; H₂O / 0.83 h / 20 °C

3: 1) tetrabutylammonium bromide, dibutyltin oxide

4: 1.2 g / pyridine / 12 h / 20 °C

5: sodium hydroxide / methanol / 0.25 h / Heating

6: M HCl / methanol / 0.67 h / Heating

7: 1) dibutyltin oxide, tetrabutylammonium bromide / 2) benzylation

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

DOI:10.1016/0008-6215(90)80132-M

upstream raw materials:

3,4,5-tri-O-benzyl-D-myo-inositol

benzyl bromide

(±)-1,2:5,6-di-O-isopropylidene-myo-inositol

(+/-)-3,4-di-O-benzyl-1,2-O-isopropylidene-myo-inositol

Downstream raw materials:

1,3,4,5-tetra-O-benzyl-6-O-(2,3,4-tri-O-benzyl-6-O-[tert-butyldiphenylsilyl]-α-D-mannopyranosyl)-D-myo-inositol

1,3,4,5-tetra-O-benzyl-6-O-(2-O-benzoyl-3,4-di-O-benzyl-6-O-[tert-butyldiphenylsilyl]-α-D-mannopyranosyl)-D-myo-inositol

1,3,4,5-tetra-O-benzyl-2-O-(2,3,4-tri-O-benzyl-6-O-[tert-butyldiphenylsilyl]-α-D-mannopyranosyl)-D-myo-inositol

1,3,4,5-tetra-O-benzyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-D-myo-inositol