muco-Inositol, 1,2:4,5-bis-O-(1-methylethylidene)-

Base Information

• Chemical Name: muco-Inositol, 1,2:4,5-bis-O-(1-methylethylidene)-
• CAS No.: 51548-88-0
• Molecular Formula: C₁₂H₂₀O₆
• Molecular Weight: 260.287
• DSSTox Substance ID: DTXSID60553421
• Mol file: 51548-88-0.mol

Synonyms:51548-88-0;muco-Inositol, 1,2:4,5-bis-O-(1-methylethylidene)-;1.2,4,5-DI-O-ISOPROPYLIDENE-MYO-INOSITOL;98974-89-1;DTXSID60553421;2,2,6,6-Tetramethylhexahydro-2H,6H-benzo[1,2-d:4,5-d']bis[1,3]dioxole-4,8-diol

Chemical Property of muco-Inositol, 1,2:4,5-bis-O-(1-methylethylidene)-

Chemical Property:

• Melting Point: 184 °C(Solv: benzene (71-43-2))
• Boiling Point: 435.7±45.0 °C(Predicted)
• PKA: 12.68±0.70(Predicted)
• PSA: 77.38000
• Density: 1.240±0.06 g/cm3(Predicted)
• LogP: -0.23800
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 260.12598835
• Heavy Atom Count: 18
• Complexity: 293

Purity/Quality:

95% ^*data from raw suppliers

1,2:4,5-BIS-O-(1-METHYLETHYLIDENE)-MUCO-INOSITOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2C(C3C(C(C2O1)O)OC(O3)(C)C)O)C

Technology Process of muco-Inositol, 1,2:4,5-bis-O-(1-methylethylidene)-

There total 9 articles about muco-Inositol, 1,2:4,5-bis-O-(1-methylethylidene)- 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: 94.0%

(±)-3,6-di-O-benzoyl-1,2:4,5-di-O-isopropylidene-myo-inositol (99756-37-3,128387-14-4) → (+/-)-1,2:4,5-di-O-isopropylidene-myo-inositol (51548-88-0,96039-15-5,98974-89-1,128110-25-8)

Guidance literature:

With sodium hydroxide; In methanol; for 0.5h; Heating;

DOI:10.1016/S0008-6215(00)90741-9

Reference yield: 62.0%

D-myo-inositol (87-89-8) + 2,2-dimethoxy-propane (77-76-9) → (+/-)-1,2:4,5-di-O-isopropylidene-myo-inositol (51548-88-0,96039-15-5,98974-89-1,128110-25-8)

Guidance literature:

D-myo-inositol; 2,2-dimethoxy-propane; With toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

With benzyl chloride; In pyridine;

With sodium methylate; In methanol;

DOI:10.1002/chem.200600898

Reference yield: 26.0%

2,2-dimethoxy-propane (77-76-9) + (+/-)-1,2-O-isopropylidene-myo-inositol (6404-82-6,13035-67-1,26276-97-1,65795-25-7,113972-96-6,113973-63-0,128387-20-2,149820-68-8) → (+/-)-1,2:4,5-di-O-isopropylidene-myo-inositol (51548-88-0,96039-15-5,98974-89-1,128110-25-8)

Guidance literature:

2,2-dimethoxy-propane; (+/-)-1,2-O-isopropylidene-myo-inositol; With toluene-4-sulfonic acid; In acetone; at 50 ℃; for 1h;

With triethylamine; In acetone; at 20 ℃;

DOI:10.1016/j.ejmech.2015.01.064

upstream raw materials:

2-Methoxypropene

D-myo-inositol

(±)-3,6-di-O-benzoyl-1,2:4,5-di-O-isopropylidene-myo-inositol

2,2-dimethoxy-propane

Downstream raw materials:

1L-chiro-inositol

allo-inositol

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

Refernces

• 1、 Chen, Wenbin,Deng, Zhaohui,Chen, Kuangyu,Dou, Daolei,Song, Fanbo,Li, Luyuan,Xi, Zhen. "Synthesis and in vitro anticancer activity evaluation of novel bioreversible phosphate inositol derivatives". . p. 172 - 181. Retrieved 2015/03/05.
• 2、 Maiti, Kaustabh K.,Jeon, Ock-Youm,Lee, Woo Sirl,Chung, Sung-Kee. "Design, synthesis, and delivery properties of novel guanidine-containing molecular transporters built on dimeric inositol scaffolds". . p. 762 - 775. Retrieved 2007/10/03.