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

Base Information

• Chemical Name: 2,3,4-tri-O-benzoyl-6-O-tert-butyldimethylsilyl-D-glucopyranosyl (N-phenyl)trifluoroacetimidate
• CAS No.: 590368-12-0
• Molecular Formula: C₄₁H₄₂F₃NO₉Si
• Molecular Weight: 777.866

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

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

Chemical Property:

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

There total 4 articles about 2,3,4-tri-O-benzoyl-6-O-tert-butyldimethylsilyl-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: 99.0%

2,2,2-trifluoro-N-phenyl-acetimidoyl chloride (61881-19-4) + C33H38O9Si → 2,3,4-tri-O-benzoyl-6-O-tert-butyldimethylsilyl-D-glucopyranosyl (N-phenyl)trifluoroacetimidate (590368-12-0)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃;

DOI:10.1021/jo034223u

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 2,3,4-tri-O-benzoyl-6-O-tert-butyldimethylsilyl-D-glucopyranosyl (N-phenyl)trifluoroacetimidate (590368-12-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / imidazole / dimethylformamide / 20 °C

2: NH₃ / tetrahydrofuran; methanol / 20 °C

3: 99 percent / K₂CO₃ / acetone / 20 °C

With 1H-imidazole; ammonia; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo034223u

Reference yield:

1,2,3,4-tetra-O-benzoyl-D-glucopyranoside (590367-95-6) → 2,3,4-tri-O-benzoyl-6-O-tert-butyldimethylsilyl-D-glucopyranosyl (N-phenyl)trifluoroacetimidate (590368-12-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / imidazole / dimethylformamide / 20 °C

2: NH₃ / tetrahydrofuran; methanol / 20 °C

3: 99 percent / K₂CO₃ / acetone / 20 °C

With 1H-imidazole; ammonia; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo034223u

upstream raw materials:

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

tert-butyldimethylsilyl chloride

1,2,3,4-tetra-O-benzoyl-D-glucopyranoside

1,2,3,4-tetra-O-benzoyl-6-O-tert-butyldimethylsilyl-D-glucopyranoside

Downstream raw materials:

1,6-Anhydro-2,3,4-tri-O-benzoyl-β-D-glucopyranose

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