meso-3,4-dibenzoyloxy-8-oxabicyclo[4.3.0]nonane

Base Information

• Chemical Name: meso-3,4-dibenzoyloxy-8-oxabicyclo[4.3.0]nonane
• CAS No.: 259670-51-4
• Molecular Formula: C₂₂H₂₂O₅
• Molecular Weight: 366.414
• Mol file: 259670-51-4.mol

Synonyms:meso-3,4-dibenzoyloxy-8-oxabicyclo[4.3.0]nonane

Chemical Property of meso-3,4-dibenzoyloxy-8-oxabicyclo[4.3.0]nonane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of meso-3,4-dibenzoyloxy-8-oxabicyclo[4.3.0]nonane

There total 3 articles about meso-3,4-dibenzoyloxy-8-oxabicyclo[4.3.0]nonane 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: 72.0%

benzoyl chloride (98-88-4) + (3ar,7ac)-octahydro-isobenzofuran-5c,6c-diol (260259-08-3) → meso-3,4-dibenzoyloxy-8-oxabicyclo[4.3.0]nonane (259670-51-4)

Guidance literature:

With dmap; triethylamine;

DOI:10.3987/com-99-s20

Reference yield:

cis-1,6-dihydroxymethyl-3-cyclohexene (439919-46-7) → meso-3,4-dibenzoyloxy-8-oxabicyclo[4.3.0]nonane (259670-51-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / dimethylsulfoxide / 180 °C

2: 63 percent / DABCO; K₃Fe(CN)6; K₂CO₃ / K₂OsO₄*2H₂O

3: 72 percent / Et₃N; DMAP

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); potassium osmate(VI); In dimethyl sulfoxide; 1: Dehydration / 2: Oxidation / 3: Acylation;

DOI:10.3987/com-99-s20

Reference yield:

cis-8-oxabicyclo<4.3.0>non-3-ene (3470-42-6,3471-41-8,4743-55-9,56000-18-1) → meso-3,4-dibenzoyloxy-8-oxabicyclo[4.3.0]nonane (259670-51-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / DABCO; K₃Fe(CN)6; K₂CO₃ / K₂OsO₄*2H₂O

2: 72 percent / Et₃N; DMAP

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); potassium osmate(VI); 1: Oxidation / 2: Acylation;

DOI:10.3987/com-99-s20

upstream raw materials:

benzoyl chloride

(3ar,7ac)-octahydro-isobenzofuran-5c,6c-diol

cis-8-oxabicyclo<4.3.0>non-3-ene

cis-1,6-dihydroxymethyl-3-cyclohexene

Downstream raw materials:

C₂₂H₂₀O₆

C₂₂H₂₂O₆

Refernces