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

Base Information

• Chemical Name: 6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-5-O-mesyl-β-D-mannofuranosylamine
• CAS No.: 750586-79-9
• Molecular Formula: C₂₅H₃₃NO₁₂S
• Molecular Weight: 571.603
• Mol file: 750586-79-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-5-O-mesyl-β-D-mannofuranosylamine 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: 82.0%

methanesulfonyl chloride (124-63-0) + 6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-β-D-mannofuranosylamine (750586-78-8) → 6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-5-O-mesyl-β-D-mannofuranosylamine (750586-79-9)

Guidance literature:

With pyridine; at 20 ℃; for 24h;

DOI:10.1016/j.tetasy.2004.05.027

Reference yield:

N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine (22435-75-2) → 6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-5-O-mesyl-β-D-mannofuranosylamine (750586-79-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 36 percent / pyridine / 24 h / -40 °C

2: 85 percent / CAS / acetone / 1 h / 60 °C

3: 82 percent / pyridine / 24 h / 20 °C

With pyridine; In acetone;

DOI:10.1016/j.tetasy.2004.05.027

Reference yield:

6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-mannopyranosylamine (750586-77-7) → 6-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-2,3-O-isopropylidene-5-O-mesyl-β-D-mannofuranosylamine (750586-79-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With pyridine; In acetone;

DOI:10.1016/j.tetasy.2004.05.027

upstream raw materials:

methanesulfonyl chloride

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

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

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

Downstream raw materials:

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