(2,3,4,5,6-Pentaacetyloxycyclohexyl) acetate

Base Information

• Chemical Name: (2,3,4,5,6-Pentaacetyloxycyclohexyl) acetate
• CAS No.: 1254-38-2
• Molecular Formula: C18H24 O12
• Molecular Weight: 432.381
• Hs Code.: 2906139000
• NSC Number: 232032,21068
• DSSTox Substance ID: DTXSID40925122
• Nikkaji Number: J810.729G,J114.664E,J114.665C,J114.666A,J114.667J,J114.668H,J114.669F,J114.670J,J114.671H
• Mol file: 1254-38-2.mol

Synonyms:1,2,3,4,5,6-hexa-O-acetyl-myo-inositol;1,2,3,4,5,6-hexaacetylinositol;1-HOAMI;myoinositol hexaacetate

Chemical Property of (2,3,4,5,6-Pentaacetyloxycyclohexyl) acetate

Chemical Property:

• Vapor Pressure: 4.51E-09mmHg at 25°C
• Melting Point: 214-215°C
• Boiling Point: 471.8°Cat760mmHg
• Flash Point: 203°C
• PSA: 157.80000
• Density: 1.31g/cm³
• LogP: -0.40980
• Storage Temp.: -20?C Freezer
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 12
• Exact Mass: 432.12677620
• Heavy Atom Count: 30
• Complexity: 547

Purity/Quality:

98%Min ^*data from raw suppliers

1,2,3,4,5,6-Hexa-O-acetyl-myo-inositol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1C(C(C(C(C1OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Uses: Inositol derivative.

Technology Process of (2,3,4,5,6-Pentaacetyloxycyclohexyl) acetate

There total 32 articles about (2,3,4,5,6-Pentaacetyloxycyclohexyl) acetate 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: 100.0%

(1S,2S,3R,4S,5S,6R)-2,5-bis-tert-butyldiphenylsiloxy-3,4-carbonyldioxy-6-triethylsiloxycyclohexanol + acetic anhydride (108-24-7) → inositol peracetate (1254-38-2)

Guidance literature:

(1S,2S,3R,4S,5S,6R)-2,5-bis-tert-butyldiphenylsiloxy-3,4-carbonyldioxy-6-triethylsiloxycyclohexanol; With sodium methylate; In methanol; for 6h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h; Inert atmosphere;

acetic anhydride; With pyridine; dmap; at 50 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c7cc01191a

Reference yield: 96.0%

4,6-bis-methoxymethoxy-cyclohexane-1,2,3,5-tetraol + acetic anhydride (108-24-7) → inositol peracetate (1254-38-2)

Guidance literature:

In pyridine; at 20 ℃; for 40h;

DOI:10.1016/j.tet.2007.02.096

Reference yield: 96.0%

acetic anhydride (108-24-7) + myo-inositol-1,3,5-O-orthoformate → inositol peracetate (1254-38-2)

Guidance literature:

myo-inositol-1,3,5-O-orthoformate; palladium dihydroxide; In methanol; for 32h; Heating;

acetic anhydride; In pyridine; for 40h; Further stages.;

DOI:10.1016/j.tet.2007.02.096

upstream raw materials:

Acetyl bromide

inositol

D-myo-inositol

acetic anhydride

Downstream raw materials:

D-myo-inositol

1,2,3,4,5-pentaacetoxy-6-chloro-cyclohexane

6-bromo-cyclohexane-1,2,3,4,5-pentaol

1,2,3,4,5-pentaacetoxy-6-bromo-cyclohexane

Refernces

• 1、 Anderson,A.B. et al.. "". . p. 1867 - 1870. Retrieved 1968.
• 2、 Puschmann, Robert,Harmel, Robert K.,Fiedler, Dorothea. "Analysis of metabolically labeled inositol phosphate messengers by NMR". . p. 35 - 52. Retrieved 2020.
• 3、 Hasegawa,Sable. "". . p. 1604,1612. Retrieved 1968.
• 4、 Feng, Liang,Jia, Xiao-Bin,Shi, Feng,Chen, Yan. "Identification of two polysaccharides from Prunella vulgaris L. and evaluation on their anti-lung adenocarcinoma activity". . p. 5093 - 5103. Retrieved 2010.
• 5、 Fatiadi. "". . p. 293. Retrieved 1970.
• 6、 Dimakos, Victoria,Garrett, Graham E.,Taylor, Mark S.. "Site-Selective, Copper-Mediated O-Arylation of Carbohydrate Derivatives". supporting information. p. 15515 - 15521. Retrieved 2017/11/06.