6-O-acetyl-2,3,4-tri-O-benzoyl-D-glucopyranosyl (N-phenyl)trifluoroacetimidate

Base Information

• Chemical Name: 6-O-acetyl-2,3,4-tri-O-benzoyl-D-glucopyranosyl (N-phenyl)trifluoroacetimidate
• CAS No.: 590368-14-2
• Molecular Formula: C₃₇H₃₀F₃NO₁₀
• Molecular Weight: 705.641
• Mol file: 590368-14-2.mol

Synonyms:6-O-acetyl-2,3,4-tri-O-benzoyl-D-glucopyranosyl (N-phenyl)trifluoroacetimidate

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about 6-O-acetyl-2,3,4-tri-O-benzoyl-D-glucopyranosyl (N-phenyl)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: 97.0%

2,2,2-trifluoro-N-phenyl-acetimidoyl chloride (61881-19-4) + 6-O-acetyl-2,3,4-tri-O-benzoyl-α/β-D-glucopyranose → 6-O-acetyl-2,3,4-tri-O-benzoyl-D-glucopyranosyl (N-phenyl)trifluoroacetimidate (590368-14-2)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃;

DOI:10.1021/jo034223u

Reference yield:

6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-glucopyranosyl bromide (137334-39-5) → 6-O-acetyl-2,3,4-tri-O-benzoyl-D-glucopyranosyl (N-phenyl)trifluoroacetimidate (590368-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Ag₂CO₃ / acetone; H₂O / 0.67 h / 20 °C

2: 97 percent / K₂CO₃ / acetone / 20 °C

With potassium carbonate; silver carbonate; In water; acetone;

DOI:10.1021/jo034223u

Reference yield: 92.0%

6-O-acetyl-2,3,4-tri-O-benzoyl-D-glucopyranosyl (N-phenyl)trifluoroacetimidate (590368-14-2) + toralactone 9-O-yl 2,3,4-tri-O-benzoyl-β-D-glucopyranoside (590367-94-5) → toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-glucopyranoside (590368-09-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃; for 4h;

DOI:10.1021/jo034223u

upstream raw materials:

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

6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-glucopyranosyl bromide

Downstream raw materials:

toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranoside

toralactone 9-O-yl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-glucopyranoside

toralactone 9-O-yl 2,3,4-tri-O-benzoyl-β-D-glucopyranoside