benzyl 6-N-acetamido-2,5-anhydro-6-deoxy-3,4-di-O-acetyl-D-gluconamide

Base Information

• Chemical Name: benzyl 6-N-acetamido-2,5-anhydro-6-deoxy-3,4-di-O-acetyl-D-gluconamide
• CAS No.: 923267-84-9
• Molecular Formula: C₁₉H₂₄N₂O₇
• Molecular Weight: 392.409
• Mol file: 923267-84-9.mol

Synonyms:benzyl 6-N-acetamido-2,5-anhydro-6-deoxy-3,4-di-O-acetyl-D-gluconamide

Chemical Property of benzyl 6-N-acetamido-2,5-anhydro-6-deoxy-3,4-di-O-acetyl-D-gluconamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 6-N-acetamido-2,5-anhydro-6-deoxy-3,4-di-O-acetyl-D-gluconamide

There total 2 articles about benzyl 6-N-acetamido-2,5-anhydro-6-deoxy-3,4-di-O-acetyl-D-gluconamide 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:

benzyl 2,5-anhydro-6-azido-6-deoxy-D-gluconamide (923267-87-2) → benzyl 6-N-acetamido-2,5-anhydro-6-deoxy-3,4-di-O-acetyl-D-gluconamide (923267-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / dioxane; H₂O / 1.5 h

2: 96 mg / pyridine / 21 h / 0 - 20 °C

With pyridine; hydrogen; palladium on activated charcoal; In 1,4-dioxane; water;

DOI:10.1021/ja0607133

Reference yield:

methyl 2,5-anhydro-6-azido-6-deoxy-D-gluconate (216451-63-7) → benzyl 6-N-acetamido-2,5-anhydro-6-deoxy-3,4-di-O-acetyl-D-gluconamide (923267-84-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 57 percent / methanol / 24 h

2: H₂ / Pd/C / dioxane; H₂O / 1.5 h

3: 96 mg / pyridine / 21 h / 0 - 20 °C

With pyridine; hydrogen; palladium on activated charcoal; In 1,4-dioxane; methanol; water;

DOI:10.1021/ja0607133

Reference yield: 84.0%

benzyl 6-N-acetamido-2,5-anhydro-6-deoxy-3,4-di-O-acetyl-D-gluconamide (923267-84-9) → (2R,3S,4S,5R)-5-(Acetylamino-methyl)-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid benzylamide

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1021/ja0607133

upstream raw materials:

benzyl 2,5-anhydro-6-azido-6-deoxy-D-gluconamide

methyl 2,5-anhydro-6-azido-6-deoxy-D-gluconate