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

Base Information

• Chemical Name: 2,5-anhydro-4-O-benzoyl-3,6-di-O-methanesulfonyl-L-idose ethylene acetal
• CAS No.: 163810-82-0
• Molecular Formula: C₁₇H₂₂O₁₁S₂
• Molecular Weight: 466.487
• Mol file: 163810-82-0.mol

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

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

There total 1 articles about 2,5-anhydro-4-O-benzoyl-3,6-di-O-methanesulfonyl-L-idose 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: 87.0%

benzoyl chloride (98-88-4) + 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-idose ethylene acetal (163810-82-0)

Guidance literature:

With pyridine; for 3.5h; Ambient temperature;

DOI:10.1016/0008-6215(94)00363-K

Reference yield: 67.0%

2,5-anhydro-4-O-benzoyl-3,6-di-O-methanesulfonyl-L-idose ethylene acetal (163810-82-0) → 2.5-anhydro-4-O-benzoyl-3,6-thioanhydro-L-talose ethylene acetal (163810-83-1)

Guidance literature:

With sodium hydrogensulfide; In N,N-dimethyl-formamide; at 80 ℃; for 4h;

DOI:10.1016/0008-6215(94)00363-K

Reference yield:

2,5-anhydro-4-O-benzoyl-3,6-di-O-methanesulfonyl-L-idose ethylene acetal (163810-82-0) → Benzoic acid (2S,3S,5R)-5-[1,3]dioxolan-2-yl-2-methyl-tetrahydro-furan-3-yl ester (163810-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaSH monohydrate / dimethylformamide / 3 h / 90 °C

2: H₂ / Raney nickel / ethanol / 1 h / 80 °C

With sodium hydrogensulfide; hydrogen; nickel; In ethanol; N,N-dimethyl-formamide;

DOI:10.1135/cccc19970809

upstream raw materials:

benzoyl chloride

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

Downstream raw materials:

2.5-anhydro-4-O-benzoyl-3,6-thioanhydro-L-talose ethylene acetal

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

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

Benzoic acid (2S,3S,5R)-5-formyl-2-methyl-tetrahydro-furan-3-yl ester