6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine

Base Information

• Chemical Name: 6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine
• CAS No.: 750586-77-7
• Molecular Formula: C₂₁H₂₇NO₁₀
• Molecular Weight: 453.446
• Mol file: 750586-77-7.mol

Synonyms:6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine

Chemical Property of 6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine

There total 1 articles about 6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine 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: 36.0%

benzoyl chloride (98-88-4) + N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine (22435-75-2) → 6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine (750586-77-7)

Guidance literature:

With pyridine; at -40 ℃; for 24h;

DOI:10.1016/j.tetasy.2004.05.027

Reference yield: 85.0%

2,2-dimethoxy-propane (77-76-9) + 6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine (750586-77-7) → 6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-β-D-mannofuranosylamine (750586-78-8)

Guidance literature:

With CAS; In acetone; at 60 ℃; for 1h;

DOI:10.1016/j.tetasy.2004.05.027

Reference yield:

6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine (750586-77-7) → 1,5-anhydro-6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-α-L-gulofuranosylamine (750586-80-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / CAS / acetone / 1 h / 60 °C

2: 82 percent / pyridine / 24 h / 20 °C

3: 73 percent / NaOMe / dimethylformamide / 8 h / 40 °C / 20 Torr

With pyridine; sodium methylate; In N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.tetasy.2004.05.027

upstream raw materials:

benzoyl chloride

N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine

Downstream raw materials:

6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-β-D-mannofuranosylamine

1,5-anhydro-6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-α-L-gulofuranosylamine

6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-5-O-mesyl-β-D-mannofuranosylamine