(2R,3R)-3-benzoyloxy-2-benzoyloxymethyltetrahydropyran

Base Information

• Chemical Name: (2R,3R)-3-benzoyloxy-2-benzoyloxymethyltetrahydropyran
• CAS No.: 120019-31-0
• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.376
• Mol file: 120019-31-0.mol

Synonyms:(2R,3R)-3-benzoyloxy-2-benzoyloxymethyltetrahydropyran

Chemical Property of (2R,3R)-3-benzoyloxy-2-benzoyloxymethyltetrahydropyran

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (2R,3R)-3-benzoyloxy-2-benzoyloxymethyltetrahydropyran

There total 3 articles about (2R,3R)-3-benzoyloxy-2-benzoyloxymethyltetrahydropyran 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: 90.2%

benzoyl chloride (98-88-4) + (2R,3R)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-ol (51450-46-5) → (2R,3R)-3-benzoyloxy-2-benzoyloxymethyltetrahydropyran (120019-31-0)

Guidance literature:

With pyridine; 1.) 2 h, -5 deg C; 2.) 48 h, 0 deg C;

DOI:10.1016/0008-6215(88)84002-3

Reference yield: 72.0%

C22H20O7 → C22H22O7 + (2R,3R)-3-benzoyloxy-2-benzoyloxymethyltetrahydropyran (120019-31-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; acetic acid; at 25 ℃; for 1h;

DOI:10.1016/j.tetlet.2006.09.091

Reference yield:

(2R,3R)-2-(acetoxymethyl)tetrahydro-2H-pyran-3-yl acetate (120019-34-3) → (2R,3R)-3-benzoyloxy-2-benzoyloxymethyltetrahydropyran (120019-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 9.98 g / Zemplen deacetylation

2: 90.2 percent / pyridine / 1.) 2 h, -5 deg C; 2.) 48 h, 0 deg C

With pyridine;

DOI:10.1016/0008-6215(88)84002-3

upstream raw materials:

benzoyl chloride

(2R,3R)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-ol

(2R,3R)-2-(acetoxymethyl)tetrahydro-2H-pyran-3-yl acetate