(2-Fluoro-3,6-dihydroxy-4,5-diphosphonooxycyclohexyl) dihydrogen phosphate

Base Information

• Chemical Name: (2-Fluoro-3,6-dihydroxy-4,5-diphosphonooxycyclohexyl) dihydrogen phosphate
• CAS No.: 132489-75-9
• Molecular Formula: C₆H₁₄FO₁₄P₃
• Molecular Weight: 422.088
• DSSTox Substance ID: DTXSID20927705
• Mol file: 132489-75-9.mol

Synonyms:2-deoxy-2-fluoroinositol 1,4,5-trisphosphate;2-F-IP3;DL-2-deoxy-2-fluoro-scyllo-inositol 1,4,5-trisphosphate

Chemical Property of (2-Fluoro-3,6-dihydroxy-4,5-diphosphonooxycyclohexyl) dihydrogen phosphate

Chemical Property:

• Vapor Pressure: 1.23E-34mmHg at 25°C
• Boiling Point: 862°Cat760mmHg
• Flash Point: 475.1°C
• PSA: 270.17000
• Density: 2.17g/cm³
• LogP: -2.50640
• XLogP3: -6
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 6
• Exact Mass: 421.95804427
• Heavy Atom Count: 24
• Complexity: 579

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(C(C(C(C(C1OP(=O)(O)O)F)O)OP(=O)(O)O)OP(=O)(O)O)O

Technology Process of (2-Fluoro-3,6-dihydroxy-4,5-diphosphonooxycyclohexyl) dihydrogen phosphate

There total 2 articles about (2-Fluoro-3,6-dihydroxy-4,5-diphosphonooxycyclohexyl) dihydrogen phosphate 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:

Phosphoric acid (1S,2R,3R,4R,5R,6S)-2,5-bis-benzyloxy-3,4-bis-[bis-(2-cyano-ethoxy)-phosphoryloxy]-6-fluoro-cyclohexyl ester bis-(2-cyano-ethyl) ester → (+/-)-2-deoxy-2-fluoro-scyllo-inositol 1,4,5-trisphosphate (132489-75-9,145681-18-1,149198-68-5)

Guidance literature:

With ammonia; sodium; In 1,4-dioxane; at -78 ℃; for 0.25h;

Reference yield:

Phosphoric acid dibenzyl ester (1S,2R,3R,4R,5R,6S)-2,5-bis-benzyloxy-3,4-bis-(bis-benzyloxy-phosphoryloxy)-6-fluoro-cyclohexyl ester (127437-38-1,145681-20-5,149198-74-3) → (+/-)-2-deoxy-2-fluoro-scyllo-inositol 1,4,5-trisphosphate (132489-75-9,145681-18-1,149198-68-5)

Guidance literature:

palladium on activated charcoal; In ethanol;

DOI:10.1016/S0040-4039(01)80578-5

Reference yield:

(+/-)-2-deoxy-2-fluoro-scyllo-inositol 1,4,5-trisphosphate (132489-75-9,145681-18-1,149198-68-5) → 2-deoxy-2-fluoro-3,6-di-O-methyl-scyllo-inositol-1,4,5-trisphosphate

Guidance literature:

DOI:10.1016/S0040-4039(01)80578-5

upstream raw materials:

Phosphoric acid dibenzyl ester (1S,2R,3R,4R,5R,6S)-2,5-bis-benzyloxy-3,4-bis-(bis-benzyloxy-phosphoryloxy)-6-fluoro-cyclohexyl ester

Refernces

• 1、 Marecek, James F.,Prestwich, Glenn D.. "FLUORINATED ANALOGS OF INS(1,4,5)P3". . p. 5401 - 5404. Retrieved 2007/10/02.