(2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate

Base Information

• Chemical Name: (2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate
• CAS No.: 90580-88-4
• Molecular Formula: C₁₆H₁₈O₇
• Molecular Weight: 322.315
• Mol file: 90580-88-4.mol

Synonyms:(2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate

Chemical Property of (2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate

There total 2 articles about (2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate 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: 65.0%

[(3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate (4105-29-7) + acetic anhydride (108-24-7) → (2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate (90580-88-4)

Guidance literature:

With sulfuric acid; In acetic acid; for 4h; Ambient temperature;

DOI:10.1080/15257779408011878

Reference yield:

C12H14O5 + acetic anhydride (108-24-7) → (2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate (90580-88-4)

Guidance literature:

With pyridine; at 20 ℃; for 1h;

DOI:10.2174/1573406415666190225112950

Reference yield: 90.0%

4,6-dichloro-1H-imidazo<4,5-c>pyridine (2589-12-0) + (2S,3R,5S)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate (90580-88-4) → benzoic acid 4-acetoxy-5-(4,6-dichloro-imidazo[4,5-c]pyridin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:

With toluene-4-sulfonic acid; Heating;

DOI:10.1016/S0014-827X(03)00019-3

upstream raw materials:

[(3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate

acetic anhydride

Downstream raw materials:

2'-O-acetyl-5'-O-benzoyl-3'-deoxy-5-methyluridine

Benzoic acid (2S,4R,5R)-4-acetoxy-5-(6-benzoylamino-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester

1-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-D-ribofuranosyl)-4,6-dichloro-1H-imidazo<4,5-c>pyridine

3-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-D-ribofuranosyl)-5,7-dichloro-3H-imidazo[4,5-b]pyridine