N-phenyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) trifluoroacetimidate

Base Information

• Chemical Name: N-phenyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) trifluoroacetimidate
• CAS No.: 1228757-61-6
• Molecular Formula: C₂₂H₂₄F₃NO₁₀
• Molecular Weight: 519.428
• Mol file: 1228757-61-6.mol

Synonyms:

Chemical Property of N-phenyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) trifluoroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-phenyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) trifluoroacetimidate

There total 3 articles about N-phenyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) trifluoroacetimidate 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:

2,3,4,5-tetra-O-acetyl-D-glucopyranose (3947-62-4,6207-76-7,19235-21-3,22554-70-7,22860-22-6,47339-09-3,57884-82-9,62057-79-8,70191-05-8,109525-54-4,140147-37-1,10343-06-3) + 2,2,2-trifluoro-N-phenyl-acetimidoyl chloride (61881-19-4) → N-phenyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) trifluoroacetimidate (1228757-61-6) + N-phenyl-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl) trifluoroacetimidate

Guidance literature:

2,3,4,5-tetra-O-acetyl-D-glucopyranose; With 15-crown-5; sodium hydride; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere;

2,2,2-trifluoro-N-phenyl-acetimidoyl chloride; In dichloromethane; at 20 ℃; for 0.5h; optical yield given as %de; Inert atmosphere;

DOI:10.1080/07328301003597673

Reference yield:

2,2,2-trifluoro-N-phenylacetamide (404-24-0) → N-phenyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) trifluoroacetimidate (1228757-61-6) + N-phenyl-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl) trifluoroacetimidate

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrachloromethane; triphenylphosphine / dichloromethane / 4 h / 60 °C

2.1: 15-crown-5; sodium hydride / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

2.2: 0.5 h / 20 °C / Inert atmosphere

With tetrachloromethane; 15-crown-5; sodium hydride; triphenylphosphine; In dichloromethane;

DOI:10.1080/07328301003597673

Reference yield:

aniline (62-53-3) → N-phenyl-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) trifluoroacetimidate (1228757-61-6) + N-phenyl-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl) trifluoroacetimidate

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloromethane / 3 h / 20 °C

2.1: tetrachloromethane; triphenylphosphine / dichloromethane / 4 h / 60 °C

3.1: 15-crown-5; sodium hydride / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

3.2: 0.5 h / 20 °C / Inert atmosphere

With tetrachloromethane; 15-crown-5; sodium hydride; triphenylphosphine; In dichloromethane;

DOI:10.1080/07328301003597673

upstream raw materials:

2,3,4,5-tetra-O-acetyl-D-glucopyranose

2,2,2-trifluoro-N-phenyl-acetimidoyl chloride

2,2,2-trifluoro-N-phenylacetamide

aniline

Downstream raw materials:

deoxynivalenol-15-O-β-D-glucopyranoside