1,2-5,6-di-O-cyclohexylidene-myo-inositol

Base Information

• Chemical Name: 1,2-5,6-di-O-cyclohexylidene-myo-inositol
• CAS No.: 34711-26-7
• Molecular Formula: C₁₈H₂₈O₆
• Molecular Weight: 340.417
• Mol file: 34711-26-7.mol

Synonyms:

Chemical Property of 1,2-5,6-di-O-cyclohexylidene-myo-inositol

Chemical Property:

• Melting Point: 133 °C
• Boiling Point: 540.3±50.0 °C(Predicted)
• PKA: 12.96±0.40(Predicted)
• Density: 1.33±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly),DCM, Methanol (Slightly)

Purity/Quality:

1,2:5,6-Di-O-cyclohexylidene-myo-inositol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 1,2:5,6-Di-O-cyclohexylidene-myo-inositol is a deirivative of myo-inositol (I665995), the structural basis for a number of signaling and secondary messenger molecules.

Technology Process of 1,2-5,6-di-O-cyclohexylidene-myo-inositol

There total 18 articles about 1,2-5,6-di-O-cyclohexylidene-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: 40.0%

cycloxexanone dimethyl ketal (933-40-4) + D-myo-inositol (87-89-8) → (±)-1,2:4,5-di-O-cyclohexylidene-myo-inositol + (+/-)-1,2:5,6-dicyclohexylidene-myo-inositol (6763-49-1,23393-19-3,33021-17-9,34361-61-0,34395-04-5,34711-26-7,40773-57-7,41545-19-1,54712-58-2,57089-24-4,57089-25-5,68738-25-0,81601-23-2,120710-65-8,141506-87-8) + (±)-1,2:3,4-di-O-cyclohexylidene-myo-inositol (6763-49-1,23393-19-3,33021-17-9,34361-61-0,34395-04-5,34711-26-7,40773-57-7,41545-19-1,54712-58-2,57089-24-4,57089-25-5,68738-25-0,81601-23-2,120710-65-8,141506-87-8)

Guidance literature:

With H₂SO₄ supported on silica; In N,N-dimethyl-formamide; at 60 ℃; for 0.75h; under 300.03 Torr; Inert atmosphere; Green chemistry;

DOI:10.1039/c3ra40506k

Reference yield: 40.0%

cycloxexanone dimethyl ketal (933-40-4) + D-myo-inositol (87-89-8) → (±)-1,2:4,5-di-O-cyclohexylidene-myo-inositol + (+/-)-1,2:5,6-dicyclohexylidene-myo-inositol (6763-49-1,23393-19-3,33021-17-9,34361-61-0,34395-04-5,34711-26-7,40773-57-7,41545-19-1,54712-58-2,57089-24-4,57089-25-5,68738-25-0,81601-23-2,120710-65-8,141506-87-8) + (±)-1,2:3,4-di-O-cyclohexylidene-myo-inositol (6763-49-1,23393-19-3,33021-17-9,34361-61-0,34395-04-5,34711-26-7,40773-57-7,41545-19-1,54712-58-2,57089-24-4,57089-25-5,68738-25-0,81601-23-2,120710-65-8,141506-87-8)

Guidance literature:

With H₂SO₄ supported on silica; In N,N-dimethyl-formamide; at 60 ℃; for 0.75h; under 300.03 Torr; Inert atmosphere; Green chemistry;

DOI:10.1039/c3ra40506k

Reference yield: 38.0%

D-myo-inositol (87-89-8) + 1-ethoxycyclohexene (1122-84-5) → 1,2:4,5-dicyclohexylidene-myo-inositol (34361-60-9,55123-24-5,55123-26-7,62012-78-6,104873-71-4) + (+/-)-1,2:5,6-dicyclohexylidene-myo-inositol (6763-49-1,23393-19-3,33021-17-9,34361-61-0,34395-04-5,34711-26-7,40773-57-7,41545-19-1,54712-58-2,57089-24-4,57089-25-5,68738-25-0,81601-23-2,120710-65-8,141506-87-8) + (±)-1,2:3,4-di-O-cyclohexylidene-myo-inositol (6763-49-1,23393-19-3,33021-17-9,34361-61-0,34395-04-5,34711-26-7,40773-57-7,41545-19-1,54712-58-2,57089-24-4,57089-25-5,68738-25-0,81601-23-2,120710-65-8,141506-87-8)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1016/0040-4039(95)00188-I

upstream raw materials:

1,1-diethoxycyclohexane

D-myo-inositol

1-ethoxycyclohexene

rac-1,2-O-cyclohexylidene-myo-inositol

Downstream raw materials:

(-)-1L-2,6-di-O-benzyl-myo-inositol

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

(-)-1D-2,5,6-tri-O-benzyl-myo-inositol

(-)-3,4,5-tri-O-allyl-6-O-benzyl-myo-inositol

Refernces

• 1、 Vibhute, Amol M.,Sureshan, Kana M.. "H2SO4-silica: An eco-friendly heterogeneous catalyst for the differential protection of myo-inositol hydroxyl groups". . p. 7321 - 7329. Retrieved 2013/07/05.
• 2、 Swarts, Benjamin M.,Guo, Zhongwu. "Synthesis of a glycosylphosphatidylinositol anchor bearing unsaturated lipid chains". scheme or table. p. 6648 - 6650. Retrieved 2010/07/04.