diphenyl 6-O-acetyl-3,4-di-O-benzyl-2-deoxy-2-fluoro-α-D-glucosyl phosphate

Base Information

• Chemical Name: diphenyl 6-O-acetyl-3,4-di-O-benzyl-2-deoxy-2-fluoro-α-D-glucosyl phosphate
• CAS No.: 479622-39-4
• Molecular Formula: C₃₄H₃₄FO₉P
• Molecular Weight: 636.611
• Mol file: 479622-39-4.mol

Synonyms:diphenyl 6-O-acetyl-3,4-di-O-benzyl-2-deoxy-2-fluoro-α-D-glucosyl phosphate

Chemical Property of diphenyl 6-O-acetyl-3,4-di-O-benzyl-2-deoxy-2-fluoro-α-D-glucosyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenyl 6-O-acetyl-3,4-di-O-benzyl-2-deoxy-2-fluoro-α-D-glucosyl phosphate

There total 3 articles about diphenyl 6-O-acetyl-3,4-di-O-benzyl-2-deoxy-2-fluoro-α-D-glucosyl 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: 89.0%

chlorophosphoric acid diphenyl ester (2524-64-3) + 6-O-acetyl-3,4-di-O-benzyl-2-deoxy-2-fluoro-α-D-glucose (479622-38-3) → diphenyl 6-O-acetyl-3,4-di-O-benzyl-2-deoxy-2-fluoro-α-D-glucosyl phosphate (479622-39-4)

Guidance literature:

With dmap; In dichloromethane; at -10 ℃; for 1h;

DOI:10.1071/CH02057

Reference yield:

6-O-acetyl-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol (65371-87-1) → diphenyl 6-O-acetyl-3,4-di-O-benzyl-2-deoxy-2-fluoro-α-D-glucosyl phosphate (479622-39-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 41 percent / Selectfluor^TM / dimethylformamide; H₂O / 3 h / 20 °C

2: 89 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / -10 °C

With dmap; Selectfluor; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1071/CH02057

Reference yield:

3,4-di-O-benzyl-D-glucal (58871-10-6) → diphenyl 6-O-acetyl-3,4-di-O-benzyl-2-deoxy-2-fluoro-α-D-glucosyl phosphate (479622-39-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / pyridine / 1 h / 20 °C

2: 41 percent / Selectfluor^TM / dimethylformamide; H₂O / 3 h / 20 °C

3: 89 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / -10 °C

With pyridine; dmap; Selectfluor; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1071/CH02057

upstream raw materials:

chlorophosphoric acid diphenyl ester

6-O-acetyl-3,4-di-O-benzyl-2-deoxy-2-fluoro-α-D-glucose

6-O-acetyl-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol

3,4-di-O-benzyl-D-glucal

Downstream raw materials:

diphenyl 3,4-di-O-benzyl-2-deoxy-2-fluoro-α-D-[6-3H]glucosyl phosphate

diphenyl 3,4-di-O-benzyl-2-deoxy-2-fluoro-α-D-gluco-hexodialdo-1,5-pyranosyl phosphate