2-deoxy-2-fluoro-beta-D-galactose

Base Information

• Chemical Name: 2-deoxy-2-fluoro-beta-D-galactose
• CAS No.: 28876-44-0
• Molecular Formula: C₆H₁₁FO₅
• Molecular Weight: 182.149
• UNII: HT1OC0UBM2
• Wikidata: Q27093272
• Metabolomics Workbench ID: 52505
• Mol file: 28876-44-0.mol

Synonyms:2-deoxy-2-fluoro-beta-D-galactose;2-deoxy-2-fluoro-beta-D-galactopyranose;HT1OC0UBM2;UNII-HT1OC0UBM2;2-FLUORO-2-DEOXY-BETA-D-GALACTOPYRANOSE;beta-D-2-Deoxy-2-fluorogalactopyranose;beta-D-Galactopyranose, 2-deoxy-2-fluoro-;28876-44-0;2FG;SCHEMBL4320257;CHEBI:49145;DB02228;PD016301;.BETA.-D-2-DEOXY-2-FLUOROGALACTOPYRANOSE;2-DEOXY-2-FLUORO-.BETA.-D-GALACTOPYRANOSE;.BETA.-D-GALACTOPYRANOSE, 2-DEOXY-2-FLUORO-;Q27093272

Chemical Property of 2-deoxy-2-fluoro-beta-D-galactose

Chemical Property:

• XLogP3: -1.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 182.05905161
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)O)F)O)O)O
• Isomeric SMILES: C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O)F)O)O)O

Technology Process of 2-deoxy-2-fluoro-beta-D-galactose

There total 64 articles about 2-deoxy-2-fluoro-beta-D-galactose 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:

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

2-fluoro-D-glucose

D-glucal

4,6-O-benzylidene-D-glucal

Downstream raw materials:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranose

C₁₉H₁₉FN₂O₅S

2-deoxy-2-fluoro-β-D-glucopyranose

2-fluoro-2-deoxy-D-glucose