2-Fluoro-3,4,5,6-tetrahydroxyhexanal

Base Information

• Chemical Name: 2-Fluoro-3,4,5,6-tetrahydroxyhexanal
• CAS No.: 86783-82-6
• Molecular Formula: C6H11FO5
• Molecular Weight: 182.149
• European Community (EC) Number: 635-951-6,636-698-4
• NSC Number: 723398
• Mol file: 86783-82-6.mol

Synonyms:18F Fluorodeoxyglucose;18F-FDG;18FDG;2 Fluoro 2 deoxy D glucose;2 Fluoro 2 deoxyglucose;2-Fluoro-2-deoxy-D-glucose;2-Fluoro-2-deoxyglucose;F 18, Fludeoxyglucose;F 18, Fluorodeoxyglucose;F18, Fluorodeoxyglucose;Fludeoxyglucose F 18;Fluorine 18 fluorodeoxyglucose;Fluorine-18-fluorodeoxyglucose;Fluorodeoxyglucose F 18;Fluorodeoxyglucose F18;Fluorodeoxyglucose, 18F

Chemical Property of 2-Fluoro-3,4,5,6-tetrahydroxyhexanal

Chemical Property:

• Vapor Pressure: 1.44E-08mmHg at 25°C
• Boiling Point: 413.6°C at 760 mmHg
• Flash Point: 186.3°C
• PSA: 90.15000
• Density: 1.59g/cm³
• LogP: -2.24420
• Storage Temp.: 2-8°C
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 182.05905161
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

98%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: C(C(C(C(C(C=O)F)O)O)O)O
• Recent EU Clinical Trials: Characterization of cerebral amyloid deposition with 18F-Flutemetamol PET and of glucose metabolism with 18F-FDG PET in individuals enrolled in the ALFA project

Technology Process of 2-Fluoro-3,4,5,6-tetrahydroxyhexanal

There total 98 articles about 2-Fluoro-3,4,5,6-tetrahydroxyhexanal 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%

1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α-D-mannopyranoside (7226-42-8,7226-44-0,31077-89-1,31077-91-5,35526-14-8,38711-38-5,83697-45-4,108794-43-0,108805-89-6,141395-48-4,141395-49-5,31077-90-4) → 2-deoxy-2-fluoro-D-mannopyranoside (7226-39-3,7241-17-0,28876-44-0,38711-37-4,55449-80-4,62182-10-9,62182-14-3,86783-82-6,98856-44-1,98856-45-2,98856-46-3,31077-88-0)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/S0040-4039(00)91596-X

Reference yield: 88.0%

methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-fluoro-β-D-mannopyranoside (95519-67-8) → 2-deoxy-2-fluoro-D-mannopyranoside (7226-39-3,7241-17-0,28876-44-0,38711-37-4,55449-80-4,62182-10-9,62182-14-3,86783-82-6,98856-44-1,98856-45-2,98856-46-3,31077-88-0)

Guidance literature:

With methanesulfonic acid; water; for 0.333333h; Heating;

DOI:10.1248/cpb.32.4758

Reference yield: 87.0%

methyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-mannopyranoside (95519-65-6) → 2-deoxy-2-fluoro-D-mannopyranoside (7226-39-3,7241-17-0,28876-44-0,38711-37-4,55449-80-4,62182-10-9,62182-14-3,86783-82-6,98856-44-1,98856-45-2,98856-46-3,31077-88-0)

Guidance literature:

With hydrogenchloride; sodium hydroxide; for 0.416667h; Heating;

DOI:10.1248/cpb.32.4758

upstream raw materials:

trifluoromethyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranoside

3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl fluoride

3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranosyl fluoride

1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α/β-D-glucopyranoside

Downstream raw materials:

2-deoxy-2-fluoro-D-mannopyranose

2-deoxy-2-fluoro-β-D-mannopyranose

2-deoxy-2-fluoro-β-D-glucopyranose

2-fluoro-2-deoxy-D-glucose

Refernces

• 1、 St-Gelais, Jacob,C?té, émilie,Lainé, Danny,Johnson, Paul A.,Giguère, Denis. "Addressing the Structural Complexity of Fluorinated Glucose Analogues: Insight into Lipophilicities and Solvation Effects". supporting information. p. 13499 - 13506. Retrieved 2020/10/02.
• 2、 Hara, Rintaro Iwata,Yaoita, Aya,Takeda, Katsuya,Ueki, Hiroaki,Ishii, Ayumu,Imoto, Hideyuki,Kobayashi, Satoshi,Sano, Michi,Noro, Mihoko,Sato, Kazuki,Wada, Takeshi. "Solid-Phase Synthesis of Fluorinated Analogues of Glycosyl 1-Phosphate Repeating Structures from Leishmania using the Phosphoramidite Method". . p. 439 - 446. Retrieved 2018/05/04.