1,3,5-O-Methylidyne-myo-inositol

Base Information

• Chemical Name: 1,3,5-O-Methylidyne-myo-inositol
• CAS No.: 98510-20-4
• Molecular Formula: C7H10 O6
• Molecular Weight: 190.153
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID60361442
• Nikkaji Number: J680.819K,J1.455.070D
• Wikidata: Q82143789
• Mol file: 98510-20-4.mol

Synonyms:1,3,5-O-Methylidyne-myo-inositol;98510-20-4;myo-Inositol monoorthoformate;2,4,10-trioxatricyclo[3.3.1.13,7]decane-6,8,9-triol;2,4,10-trioxatricyclo[3.3.1.1?,?]decane-6,8,9-triol;myo-inositol orthoformate;Oprea1_110970;SCHEMBL9814372;SCHEMBL13580051;SCHEMBL13580053;SCHEMBL13580677;SCHEMBL13580682;SCHEMBL15807480;SCHEMBL18968048;SCHEMBL21510432;DTXSID60361442;STL552711;AKOS015913566;AKOS030488877;AKOS037502899;myo-Inositol, 1,3,5-O-methylidyne-;1-O,3-O,5-O-Methylidyne-scyllo-inositol;FT-0642371;F88279;W-204174;1,3,5-O-Methylidyne-myo-inositol, >=99.0% (HPLC);(6R,8R)-2,4,10-trioxatricyclo[3.3.1.1~3,7~]decane-6,8,9-triol

Chemical Property of 1,3,5-O-Methylidyne-myo-inositol

Chemical Property:

• Vapor Pressure: 1.21E-11mmHg at 25°C
• Melting Point: 260 °C (dec.)(lit.)
• Refractive Index: 1.654
• Boiling Point: 489.7°C at 760 mmHg
• Flash Point: 249.9°C
• PSA: 88.38000
• Density: 1.836g/cm³
• LogP: -2.45090
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Methanol (Slightly), Water (Slightly, Sonicated)
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 190.04773803
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

1,3,5-O-Methylidyne-myo-inositol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(C2C(C3C(C1OC(O2)O3)O)O)O
• Uses: 1,3,5-O-Methylidyne-myo-inositol is a building block for the synthesis of myo-inositol phosphates.

Technology Process of 1,3,5-O-Methylidyne-myo-inositol

There total 8 articles about 1,3,5-O-Methylidyne-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: 100.0%

D-2,4-di-O-benzyl-myo-inositol-1,3,5-orthoformate → myo-Inositol orthoformate (98510-20-4)

Guidance literature:

With tert-butylamine; In methanol; for 3h; Heating;

DOI:10.1016/S0008-6215(98)00061-5

Reference yield: 90.0%

D-myo-inositol (87-89-8) + orthoformic acid triethyl ester (122-51-0) → myo-Inositol orthoformate (98510-20-4)

Guidance literature:

With Amberlyst 15; In N,N-dimethyl-formamide; at 100 ℃; for 3h;

DOI:10.1016/j.tetlet.2003.12.048

Reference yield: 89.0%

D-myo-inositol (87-89-8) + trimethyl orthoformate (149-73-5) → myo-Inositol orthoformate (98510-20-4)

Guidance literature:

With TSA; In N,N-dimethyl-formamide; at 110 ℃; for 5h;

DOI:10.1002/chem.200400234

upstream raw materials:

D-myo-inositol

orthoformic acid triethyl ester

trimethyl orthoformate

2,4,6-tri-O-acetyl-myo-inositol 1,3,5-orthoformate

Downstream raw materials:

myo-inositol 1,3,5-monoorthoformate 4,6-phosphate dibenzyl ester

1L-1,3,5-O-methylidyne-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-myo-inositol

1L*-1,3,5-O-methylidyne-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-myo-inositol

1D-1,3,5-O-methylidyne-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-myo-inositol

Refernces

• 1、 Zhu,Li. "Formation of (±)-1,2-O-ethylidene-myo-inositol during the reaction between triethyl orthoformate and myo-inositol in DMSO". . p. 3823 - 3828. Retrieved 2000.
• 2、 Das, Tanya,Shashidhar. "Silver (I) oxide assisted O-alkylation of 2,4-di-O-benzoyl-myo-inositol-1,3,5-orthoformate and its 6-O-substituted derivatives: Transannular participation of oxygen". . p. 243 - 249. Retrieved 1997.
• 3、 Kadirvel, Manikandan,Arsic, Biljana,Freeman, Sally,Bichenkova, Elena V.. "Exciplex and excimer molecular probes: Detection of conformational flip in a myo-inositol chair". . p. 1966 - 1972. Retrieved 2008.
• 4、 Sarkar, Nitai,Sardessai, Richa S.,Shashidhar, Mysore S.,Tamboli, Majid I.,Gonnade, Rajesh G.. "Lithium hydride as an efficient reagent for the preparation of 1,2-anhydro inositols: Does the reaction proceed through ‘axial rich’ conformation?". . p. 32 - 36. Retrieved 2018/05/22.
• 5、 -. "4,6-DI-(O-THIOPHOSPHATE)-INOSITOL-1,2,3,5-TETRA-O-SULFATE FOR C. DIFFICILE INFECTION". Page/Page column 4. . Retrieved 2017/07/23.