2,5-anhydro-4-O-benzoyl-3,6-di-O-methanesulfonyl-L-altrose ethylene acetal

Base Information

• Chemical Name: 2,5-anhydro-4-O-benzoyl-3,6-di-O-methanesulfonyl-L-altrose ethylene acetal
• CAS No.: 193091-18-8
• Molecular Formula: C₁₇H₂₂O₁₁S₂
• Molecular Weight: 466.487
• Mol file: 193091-18-8.mol

Synonyms:2,5-anhydro-4-O-benzoyl-3,6-di-O-methanesulfonyl-L-altrose ethylene acetal

Chemical Property of 2,5-anhydro-4-O-benzoyl-3,6-di-O-methanesulfonyl-L-altrose ethylene acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-anhydro-4-O-benzoyl-3,6-di-O-methanesulfonyl-L-altrose ethylene acetal

There total 3 articles about 2,5-anhydro-4-O-benzoyl-3,6-di-O-methanesulfonyl-L-altrose ethylene acetal 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: 81.0%

benzoyl chloride (98-88-4) + 2,5-anhydro-3,6-di-O-methanesulfonyl-L-altrose ethylene acetal (193091-17-7) → 2,5-anhydro-4-O-benzoyl-3,6-di-O-methanesulfonyl-L-altrose ethylene acetal (193091-18-8)

Guidance literature:

With pyridine; for 24h; Ambient temperature;

DOI:10.1135/cccc19970809

Reference yield:

2,5-anhydro-3,6-di-O-methanesulfonyl-L-idose ethylene acetal (153974-01-7) → 2,5-anhydro-4-O-benzoyl-3,6-di-O-methanesulfonyl-L-altrose ethylene acetal (193091-18-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

2: 29 percent / sodium nitrite / dimethylformamide / 24 h / 35 °C

3: 81 percent / pyridine / 24 h / Ambient temperature

With pyridine; sodium nitrite; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1135/cccc19970809

Reference yield:

2,5-anhydro-3,6-di-O-methanesulfonyl-4-O-trifluoromethanesulfonyl-L-idose ethylene acetal (193091-16-6) → 2,5-anhydro-4-O-benzoyl-3,6-di-O-methanesulfonyl-L-altrose ethylene acetal (193091-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 29 percent / sodium nitrite / dimethylformamide / 24 h / 35 °C

2: 81 percent / pyridine / 24 h / Ambient temperature

With pyridine; sodium nitrite; In N,N-dimethyl-formamide;

DOI:10.1135/cccc19970809

upstream raw materials:

benzoyl chloride

2,5-anhydro-3,6-di-O-methanesulfonyl-L-altrose ethylene acetal

2,5-anhydro-3,6-di-O-methanesulfonyl-L-idose ethylene acetal

2,5-anhydro-3,6-di-O-methanesulfonyl-4-O-trifluoromethanesulfonyl-L-idose ethylene acetal

Downstream raw materials:

2,5-anhydro-4-O-benzoyl-3,6-thioanhydro-L-mannose ethylene acetal

Benzoic acid (2S,3R,5R)-5-[1,3]dioxolan-2-yl-2-methyl-tetrahydro-furan-3-yl ester