6-deoxy-6-fluoro-α-D-glucopyranosyl

Base Information

• Chemical Name: 6-deoxy-6-fluoro-α-D-glucopyranosyl
• CAS No.: 109923-27-5
• Molecular Formula: C₆H₁₂FO₈P*2C₆H₁₃N
• Molecular Weight: 460.48
• Mol file: 109923-27-5.mol

Synonyms:

Chemical Property of 6-deoxy-6-fluoro-α-D-glucopyranosyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-deoxy-6-fluoro-α-D-glucopyranosyl

There total 2 articles about 6-deoxy-6-fluoro-α-D-glucopyranosyl 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:

1,2,3,4-tetra-O-acetyl-β-D-glucopyranose (13100-46-4) → 6-deoxy-6-fluoro-α-D-glucopyranosyl (109923-27-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / diethylaminosulfur trifluoride, 2,4,6-trimethylpyridine / CH₂Cl₂ / 1) -20 deg C, 15 min, 2) RT, 24 h

2: 1) phosphoric acid, 2) Dowex 50W-X₈(1+)> / 1.) 55 deg C, 2.5 h

With 2,4,6-trimethyl-pyridine; diethylamino-sulfur trifluoride; phosphoric acid; Dowex 50W-X8; In dichloromethane;

DOI:10.1016/S0008-6215(00)90028-4

Reference yield:

cyclohexylamine (108-91-8,157973-60-9) + 1,2,3,4-tetra-O-acetyl-6-deoxy-6-fluoro-β-D-glucopyranose (33557-29-8,674782-58-2) → 6-deoxy-6-fluoro-α-D-glucopyranosyl (109923-27-5)

Guidance literature:

With phosphoric acid; Dowex 50W-X8; Yield given. Multistep reaction; 1.) 55 deg C, 2.5 h;

DOI:10.1016/S0008-6215(00)90028-4

Reference yield:

6-deoxy-6-fluoro-α-D-glucopyranosyl (109923-27-5) → 6-deoxy-6-fluoro-D-glucose (34168-77-9,502642-85-5)

Guidance literature:

With perchloric acid; at 25 ℃; Rate constant; k = 1.12E₅/sec;

DOI:10.1016/S0008-6215(00)90028-4

upstream raw materials:

cyclohexylamine

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

1,2,3,4-tetra-O-acetyl-β-D-glucopyranose

Downstream raw materials:

6-deoxy-6-fluoro-D-glucose