(+/-)-3,6-di-O-benzyl-4,5-di-O-butyryl-1,2-O-isopropylidene-myo-inositol

Base Information

• Chemical Name: (+/-)-3,6-di-O-benzyl-4,5-di-O-butyryl-1,2-O-isopropylidene-myo-inositol
• CAS No.: 146572-17-0
• Molecular Formula: C₃₁H₄₀O₈
• Molecular Weight: 540.654
• Mol file: 146572-17-0.mol

Synonyms:(+/-)-3,6-di-O-benzyl-4,5-di-O-butyryl-1,2-O-isopropylidene-myo-inositol

Chemical Property of (+/-)-3,6-di-O-benzyl-4,5-di-O-butyryl-1,2-O-isopropylidene-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-3,6-di-O-benzyl-4,5-di-O-butyryl-1,2-O-isopropylidene-myo-inositol

There total 1 articles about (+/-)-3,6-di-O-benzyl-4,5-di-O-butyryl-1,2-O-isopropylidene-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: 88.0%

butanoic acid anhydride (106-31-0) + (±)-1,2-O-isopropylidene-3,6-di-O-benzyl-myo-inositol (98906-25-3,114297-83-5,117307-15-0,142435-92-5,173828-64-3) → (+/-)-3,6-di-O-benzyl-4,5-di-O-butyryl-1,2-O-isopropylidene-myo-inositol (146572-17-0)

Guidance literature:

With pyridine; dmap; for 2h; Ambient temperature;

DOI:10.1039/P19920002899

Reference yield: 97.0%

(+/-)-3,6-di-O-benzyl-4,5-di-O-butyryl-1,2-O-isopropylidene-myo-inositol (146572-17-0) → (+/-)-1,4-di-O-benzyl-5,6-di-O-butyryl-myo-inositol (146572-18-1)

Guidance literature:

With hydrogenchloride; In methanol; water; for 1h; Heating;

DOI:10.1039/P19920002899

Reference yield:

(+/-)-3,6-di-O-benzyl-4,5-di-O-butyryl-1,2-O-isopropylidene-myo-inositol (146572-17-0) → (+/-)-1,2,4-tri-O-benzyl-5,6-bis-myo-inositol (131919-47-6,145842-32-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / 2M HCl / H₂O; methanol / 1 h / Heating

2: 1.) dibutyltin oxide, 2.) CsF, KI / 1.) toluene, reflux, 3 h, 2.) DMF, r.t., 24 h

3: 1.) NaH / 1.) DMF, 2.) r.t., 2 h

4: 88 percent / NaOH / methanol / 0.5 h / Heating

5: 1.) tetrazole, 2.) tert-butyl hydroperoxide / 1.) CH₂Cl₂, r.t., 1 h, 2.) r.t., 30 min

6: 84 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquionone (DDQ) / CH₂Cl₂; H₂O / 1 h

With 1H-tetrazole; hydrogenchloride; tert.-butylhydroperoxide; sodium hydroxide; sodium hydride; di(n-butyl)tin oxide; cesium fluoride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium iodide; In methanol; dichloromethane; water;

DOI:10.1039/P19920002899

upstream raw materials:

butanoic acid anhydride

(±)-1,2-O-isopropylidene-3,6-di-O-benzyl-myo-inositol

Downstream raw materials:

(+/-)-1,4-di-O-benzyl-5,6-di-O-butyryl-myo-inositol

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

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

(+/-)-2,3,6-tri-O-benzyl-1-O-p-methoxybenzyl-myo-inositol