2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-mannopyranosyl 1-diphenylphosphate

Base Information

• Chemical Name: 2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-mannopyranosyl 1-diphenylphosphate
• CAS No.: 452979-80-5
• Molecular Formula: C₂₄H₂₆FO₁₁P
• Molecular Weight: 540.436
• Mol file: 452979-80-5.mol

Synonyms:2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-mannopyranosyl 1-diphenylphosphate

Chemical Property of 2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-mannopyranosyl 1-diphenylphosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-mannopyranosyl 1-diphenylphosphate

There total 5 articles about 2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-mannopyranosyl 1-diphenylphosphate 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: 76.0%

3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-mannopyranose (226382-72-5) + chlorophosphoric acid diphenyl ester (2524-64-3) → 2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-mannopyranosyl 1-diphenylphosphate (452979-80-5)

Guidance literature:

With dmap; In dichloromethane; at -10 - 10 ℃; for 4h;

DOI:10.1007/s007060200027

Reference yield:

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-3,4,6-tri-O-acetyl-α-D-mannopyranosyl 1-diphenylphosphate (452979-80-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.1 g / HBr / acetic acid / 4 h / 20 °C

2: 98 percent / Ag₂CO₃ / acetone; H₂O / 2 h

3: 76 percent / DMAP / CH₂Cl₂ / 4 h / -10 - 10 °C

With dmap; hydrogen bromide; silver carbonate; In dichloromethane; water; acetic acid; acetone;

DOI:10.1007/s007060200027

Reference yield:

3,4,6-tri-O-acetyl-2-deoxy-2-fluor-D-glucopyranose → 2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-mannopyranosyl 1-diphenylphosphate (452979-80-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 50 percent / I₂ / 3 h / 20 °C

2: 2.1 g / HBr / acetic acid / 4 h / 20 °C

3: 98 percent / Ag₂CO₃ / acetone; H₂O / 2 h

4: 76 percent / DMAP / CH₂Cl₂ / 4 h / -10 - 10 °C

With dmap; hydrogen bromide; iodine; silver carbonate; In dichloromethane; water; acetic acid; acetone;

DOI:10.1007/s007060200027

upstream raw materials:

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

chlorophosphoric acid diphenyl ester

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

3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-mannopyranosyl bromide