benzyl (4S,trans)-4-benzoyloxy-5-benzoyloxymethyl-4,5-dihydrofuran-2-carboxylate

Base Information

• Chemical Name: benzyl (4S,trans)-4-benzoyloxy-5-benzoyloxymethyl-4,5-dihydrofuran-2-carboxylate
• CAS No.: 82462-47-3
• Molecular Formula: C₂₇H₂₂O₇
• Molecular Weight: 458.467
• Mol file: 82462-47-3.mol

Synonyms:benzyl (4S,trans)-4-benzoyloxy-5-benzoyloxymethyl-4,5-dihydrofuran-2-carboxylate

Chemical Property of benzyl (4S,trans)-4-benzoyloxy-5-benzoyloxymethyl-4,5-dihydrofuran-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (4S,trans)-4-benzoyloxy-5-benzoyloxymethyl-4,5-dihydrofuran-2-carboxylate

There total 1 articles about benzyl (4S,trans)-4-benzoyloxy-5-benzoyloxymethyl-4,5-dihydrofuran-2-carboxylate 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: 84.0%

(2R,3R,4R,5R)-3,4-bis(benzoyloxy)-5-((benzoyloxy)methyl)tetrahydrofuran-2-carboxylic acid (23316-68-9) + benzyl alcohol (100-51-6,185532-71-2) → benzyl (4S,trans)-4-benzoyloxy-5-benzoyloxymethyl-4,5-dihydrofuran-2-carboxylate (82462-47-3)

Guidance literature:

With 2-chloro-1-methyl-pyridinium iodide; triethylamine; In acetonitrile; Ambient temperature; 1.) 2 eqiv. 2-chloro-N-methylpyridinium iodide, 3.5 eqiv. triethylamine, 1.5 h, 2.) benzyl alcohol, standing overnight;

DOI:10.1016/S0040-4039(00)87008-2

Reference yield:

benzyl (4S,trans)-4-benzoyloxy-5-benzoyloxymethyl-4,5-dihydrofuran-2-carboxylate (82462-47-3) → 2,5-anhydro-4,6-di-O-benzoyl-3-deoxy-D-ribo-hexonic acid (82462-49-5) + 2,5-anhydro-4,6-di-O-benzoyl-3-deoxy-D-arabino-hexonic acid (82462-50-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)87008-2

upstream raw materials:

(2R,3R,4R,5R)-3,4-bis(benzoyloxy)-5-((benzoyloxy)methyl)tetrahydrofuran-2-carboxylic acid

benzyl alcohol

Downstream raw materials:

2,5-anhydro-4,6-di-O-benzoyl-3-deoxy-D-ribo-hexonic acid

2,5-anhydro-4,6-di-O-benzoyl-3-deoxy-D-arabino-hexonic acid