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

Base Information

• Chemical Name: (+/-)-1,5,6-tri-O-benzyl-myo-inositol
• CAS No.: 131146-93-5
• Molecular Formula: C₂₇H₃₀O₆
• Molecular Weight: 450.532
• Mol file: 131146-93-5.mol

Synonyms:

Chemical Property of (+/-)-1,5,6-tri-O-benzyl-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-1,5,6-tri-O-benzyl-myo-inositol

There total 17 articles about (+/-)-1,5,6-tri-O-benzyl-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: 78.0%

(+/-)-1,5,6-tri-O-benzyl-4-O-(prop-1-enyl)-myo-inositol (131146-92-4) → (+/-)-1,5,6-tri-O-benzyl-myo-inositol (131146-93-5,131233-69-7,131233-70-0,145772-95-8)

Guidance literature:

With hydrogenchloride; In methanol; for 0.5h; Heating;

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

Reference yield:

benzyl bromide (100-39-0) → (+/-)-1,5,6-tri-O-benzyl-myo-inositol (131146-93-5,131233-69-7,131233-70-0,145772-95-8)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydride / dimethylformamide

2: M HCl / methanol / 0.5 h / Heating

3: 1) tetrabutylammonium bromide, dibutyltin oxide / 1) toluene, 2 h, reflux, 2) 2 h, reflux

4: toluene-p-sulphonic acid monohydrate / 10percent Pd-C / ethanol; H₂O / 11 h / Heating

With hydrogenchloride; tetrabutylammomium bromide; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; ethanol; water; N,N-dimethyl-formamide;

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

Reference yield:

(±)-3-O-benzyl-1,2:4,5-di-O-isopropylidene-myo-inositol (58706-24-4,58769-25-8,98974-91-5,111466-16-1) → (+/-)-1,5,6-tri-O-benzyl-myo-inositol (131146-93-5,131233-69-7,131233-70-0,145772-95-8)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium hydride / dimethylformamide

2: 49 percent / toluene-p-sulphonic acid monohydrate / acetone; H₂O / 0.75 h / 25 °C

3: sodium hydride / dimethylformamide

4: M HCl / methanol / 0.75 h / Heating

5: potassium tert-butoxide / dimethylsulfoxide / 2 h / 50 °C

6: 78 percent / M HCl / methanol / 0.5 h / Heating

With hydrogenchloride; potassium tert-butylate; sodium hydride; toluene-4-sulfonic acid; In methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;

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

upstream raw materials:

(+/-)-1,5,6-tri-O-benzyl-4-O-(prop-1-enyl)-myo-inositol

(+/-)-2,3,4-tri-O-allyl-1,5,6-tri-O-benzyl-myo-inositol

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

(+/-)-1,6-di-O-allyl-3,4,5-tri-O-benzyl-myo-inositol

Downstream raw materials:

(+/-)-1,2,5,6-tetra-O-benzyl-myo-inositol

(+/-)-1,3,4,5-tetra-O-benzyl-myo-inositol

C₅₄H₆₀O₁₂

C₅₄H₆₀O₁₂